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

HRID 1657030ノート

反応式

HRID 1657030 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒2 回HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-38b83a2b9ef94cc4b35fd1b95231eccd
出典データセット
uspto-grants-1993_10
特許番号
US05256679

反応ノート

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