Ammonia → 1-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)thiourea

HRID 1803102ノート

反応式

HRID 1803102 の反応式
[NH3:1].[Cl:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11]([N:14]=[C:15]=[S:16])=[CH:10][C:9]=2[O:17][CH3:18])[CH:7]=1>>[Cl:2][C:3]1[N:4]=[CH:5][N:6]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([NH2:1])=[S:16])=[CH:10][C:9]=2[O:17][CH3:18])[CH:7]=1

参加物

3

反応物 2

HCID 222AmmoniaHCID 866498874-chloro-1-(4-isothiocyanato-2-methoxy-phenyl)-1H-imidazole

生成物 1

HCID 866498881-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)thiourea収率 84.6%

実験手順

Step A (4): Methanolic ammonia (1.0 M, 100 mL, 100 mmol) was added to a flask charged with 4-chloro-1-(4-isothiocyanato-2-methoxy-phenyl)-1H-imidazole (4.27 g, 16.1 mmol) in a ice-water bath. After the addition was complete, the resulting slurry was stirred for 10 min and then allowed to warm to rt. After 24 h, the reaction mixture was concentrated to dryness in vacuo. The solid was suspended in ethanol (200 mL) and stirred for 2 hours. The solid was collected by vacuum filtration and dried under high vacuum for 24 h to afford 1-(4-(4-chloro-1H-imidazol-1-yl)-3-methoxyphenyl)thiourea (3.85 g, 83% yield) as a white solid. LC-MS (M+H)+ 283.0.

後処理

  1. additionAfter the addition
  2. waitAfter 24 h
  3. concentrationthe reaction mixture was concentrated to dryness in vacuo
  4. stirringstirred for 2 hours
  5. filtrationThe solid was collected by vacuum filtration
  6. customdried under high vacuum for 24 h

出典と根拠

ORDレコード
ord-6c23389b468c4d8aa17b66878dd4a8da
出典データセット
uspto-grants-2013_01
特許番号
US08349880B2

反応ノート

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