2-Aminopyrimidine 2-氨基嘧啶

CAS 109-12-6 MFCD00006089

化学结构图

109-12-6
SMILES: Nc1ncccn1

化学属性

Mol. FormulaC4H5N3
Mol. Weight95.10
Density1.216
Melting Point122-126°C
TSCAYes
Boiling Point159 °C at 186 mmHg
Flash Point103 ºC
Solubility可溶
Appearance 2-氨基嘧啶(109-12-6)为无色针状晶体。熔点127-128℃(124-125℃)。易溶于水,较难溶于乙醚;苯。易升华。

别名和识别编码

Chemical Name2-Aminopyrimidine
MDL NumberMFCD00006089
CAS Number109-12-6
EC Number203-648-4
Beilstein Registry Number107014
Synonym 2-Aminopyrimidine {LY} 2-Aminopyrimidine {} {LY} 2-Aminopyrimidine {} {} {LY} 2-Aminopyrimidine {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Aminopyrimidine {} {} {} {}
PubChem Substance ID87562046
Reaxys-RN107014
Chemical Name Translation2-氨基嘧啶
Wiswesser Line NotationT6N CNJ BZ
InChIKeyLJXQPZWIHJMPQQ-UHFFFAOYSA-N
LabNetwork Molecule IDLN00008517
InChIInChI=1S/C4H5N3/c5-4-6-2-1-3-7-4/h1-3H,(H2,5,6,7)
Canonical SMILESNC1=NC=CC=N1
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分类

  • {SNA} Building Blocks, C4 to C5, Chemical Synthesis, Heterocyclic Building Blocks, Pyrimidines

产品应用

  • 用于有机合成,作医药中间体、生化试剂。

相关文献及参考

  • Beilstein:24,80

安全信息

Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S37 Wear suitable gloves 戴适当手套;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
Hazard statements
  • H303 May be harmfully swallowed 吞食可能有害
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
RTECSUV6326000
Hazard Codes Xi
UN Number 2811 UN 2811
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 790 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und
   Pharmakologie.  (Berlin, Ger.) V.110-253, 1925-66.  For publisher
   information, see NSAPCC.  Volume(issue)/page/year: 211,367,1950

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 50 mg/L
REFERENCE :
   SOGEBZ Soviet Genetics.  English translation of GNKAA5.  (Plenum Pub. Corp.,
   233 Spring St., New York, NY 10013)  V.2-    1966- Volume(issue)/page/year:
   6,1623,1970

Storage condition 2-8°C, protect from light {LY} 2-8°C, protect from light {} {LY} 2-8°C, protect from light {} {} {LY} 2-8°C, protect from light {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}

其他信息

  • MSDS 信息:2-Amino-1,3-diazine(109-12-6).msds
  • 图谱信息:2-氨基嘧啶(109-12-6)质谱(MS) 2-氨基嘧啶(109-12-6)核磁图( 1 HNMR) 2-氨基嘧啶(109-12-6)红外图谱(IR1) 2-氨基嘧啶(109-12-6)红外图谱(IR2)
  • 上游原料:氢氧化钠 --> 锌粉 --> 盐酸胍 --> 硝酸胍 --> 三口烧瓶 --> 糠氯酸 --> 甲醇钠的甲醇溶液 --> 氢氧化锌 --> 二乙氧基甲烷 --> 6,7,8-三氟-1,4-二氢-4-氧代-喹啉-3-羧酸乙酯 --> 炔丙醛 --> 2-氨基-5-氯嘧啶
  • 方法一:以糠氯酸、硝酸胍为原料,经环合、脱羧、脱氯而得。将加入甲醇钠的甲醇溶液及硝酸胍,在40-45℃下于30min内过滤,得游离胍的甲醇溶液。将此溶液加入反应罐中,在95℃30min内加入糠氯酸-甲醇溶液,加毕,于60±1℃保温反应40min,减压蒸馏,蒸出甲醇至一定的数量后停止蒸馏,将反应物加水溶解,在30-35℃以30%盐酸酸化至pH=1,过滤水洗,在95℃干燥,得粗品环合物。将粗品环合物置于升华器内,在150-300℃分段脱羧升华,得2-氨基-5-氯啶[5428-89-7]。环合、脱羧的收率约67.5%。将异丙醇、水苛性钠、锌泥、(氢氧化锌60%)、2-氨基-5-氯嘧啶及锌粉加入反应罐中,在77-80℃回流8h后,先回收低沸点馏出物,在77-100℃回收异丙醇。冷至77-85℃过滤,以热水洗涤滤饼。滤液及部分洗液合并,加入粒状苛性钠,在50℃以下碱析1h。用甲醛酯于70℃以下提取,分出胶状物,用盐酸调节pH=7.5-8,再分出油状物,然后回收甲醛酯,析出2-氨基嘧啶。在40-50℃干燥得成品,收率为85.7%。另一种方法是用盐酸胍和丙炔醛反应。在装有温度计、滴液漏斗、搅拌器的300ml三口烧瓶中,加入90ml浓盐酸,外部用冰盐浴冷却。在搅拌状况下于10℃以下加27g纯度约80%的盐酸胍,待二氧化碳放完后,再冷却到0℃,滴入11.1g粗丙炔醛(折纯品为8.7g),滴加时放热,反应温度随之上升,但掌握不得超过20℃。反应放热停止后,在室温下放置一夜,然后将反应液移入蒸馏瓶中,于35℃左右减压蒸发浓缩,放冷后,加入60ml30%的氢氧化钠溶液,析出生成物2-氨基嘧啶。将此物在60-70℃用1500ml苯提取,苯溶液放冷后用氯化钙干燥。蒸馏除去苯,得产品10.2-10.7g,产率66.5%-70%。熔点125-127℃。
  • Acros Organics:2-氨基嘧啶 2-Aminopyrimidine, 99%(109-12-6)
  • 用途一:用作医药中间体
  • Alfa Aesar:2-氨基嘧啶,98% 2-Aminopyrimidine, 98%(109-12-6)
  • F:8
  • 易溶于水、醇、丙酮和氯仿,微溶于乙醚、苯。易升华。
  • 海关编码:29335995
  • TCI Shanghai:2-氨基嘧啶 2-Aminopyrimidine,>;98.0%(GC)(T)(109-12-6)
  • 用途二:用于有机合成,作医药中间体、生化试剂。
  • MOL 文件:109-12-6.mol
  • 存储注意事项:光敏感
  • 下游产品:丁螺环酮 --> 5-溴-2-(二甲基氨基)嘧啶 --> 5-溴-2-甲基氨基嘧啶 --> 5-溴-2-氟嘧啶 --> 甲基氟嘧磺隆
  • 2-氨基嘧啶价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010142 2-氨基嘧啶;2-嘧啶基胺 100g 260元 2011/08/23 xw010273 2-氨基嘧啶;2-嘧啶基胺 500g 600元 2011/08/23 30010180 2-氨基嘧啶;2-嘧啶基胺 100g 280元
  • Sigma Aldrich:109-12-6(sigmaaldrich)

系列性分类