Water → 1-(2-Chloro-5-thiazolylmethyl)-1-cyano-3,3-dimethyl-2-nitroguanidine

HRID 1657030노트

반응식

HRID 1657030 반응식
[H-].[Na+].[Cl:3][C:4]1[S:5][C:6]([CH2:9][NH:10][C:11]([N:16]([CH3:18])[CH3:17])=[N:12][N+:13]([O-:15])=[O:14])=[CH:7][N:8]=1.[N:19]#[C:20]Br.O>CN(C=O)C.CC#N>[Cl:3][C:4]1[S:5][C:6]([CH2:9][N:10]([C:20]#[N:19])[C:11]([N:16]([CH3:18])[CH3:17])=[N:12][N+:13]([O-:15])=[O:14])=[CH:7][N:8]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 10476Cyanogen BromideHCID 24758Sodium hydrideHCID 136218199N-(2-chloro-5-thiazolylmethyl)-N',N'-dimethyl-N"-nitroguanidine

생성물 1

HCID 541565521-(2-Chloro-5-thiazolylmethyl)-1-cyano-3,3-dimethyl-2-nitroguanidine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 6342Acetonitrile용매

실험 절차

To a suspension of sodium hydride (60% dispersion in mineral oil) in DMF (3 ml) was added a solution of 1-(2-chloro-5-thiazolylmethyl)-3,3-dimethyl-2-nitroguanidine (0.49 g) in DMF (3 ml) dropwise over 5 minutes at room temperature under stirring. After stirring for five minutes, 2.08M solution of cyanogen bromide in CH3CN (1 ml) was added to the mixture over 5 minutes. After stirring for 1 hour, the reaction mixture was poured into 50 ml of water and the reaction vessel was washed with 10 ml of water. The washing was combined with the aqueous layer and precipitated pellets were obtained by filtration and recrystallized from EtOH to afford 0.334 g of 1-(2-chloro-5-thiazolylmethyl)-1-cyano-3,3-dimethyl-2-nitroguanidine (Compound No. 1) as a crystal, m.p. 152°-155° C.

후처리

  1. stirringAfter stirring for five minutes
  2. stirringAfter stirring for 1 hour
  3. washthe reaction vessel was washed with 10 ml of water
  4. customprecipitated pellets
  5. customwere obtained by filtration
  6. customrecrystallized from EtOH

출처 및 근거

ORD 기록
ord-38b83a2b9ef94cc4b35fd1b95231eccd
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05256679

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