Acetic Acid → 2-Amino-6-methylbenzothiazole

HRID 8353

反応式

HRID 8353 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([NH2:11])=[S:10])=[CH:4][CH:3]=1.CC(O)=O.Br.CS(C)=O>CCOC(C)=O>[NH2:11][C:9]1[S:10][C:6]2[CH:7]=[C:2]([CH3:1])[CH:3]=[CH:4][C:5]=2[N:8]=1

参加物

6

反応物 4

HCID 176Acetic Acid2 回HCID 260Hydrogen BromideHCID 679Dimethyl SulfoxideHCID 722833p-Tolylthiourea

生成物 1

HCID 173352-Amino-6-methylbenzothiazole収率 67%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

(4-Methylphenyl)thiourea (2 mmol) was added to AcOH (4 ml), and the suspension was heated to 80° C. To the solution formed was added 33% HBr in AcOH (4 mmol) followed by DMSO (2.1 mmol). After stirring at 80° C. for 1 h, the reaction mixture was cooled to 50° C., diluted with EtOAc (10 ml) and filtered. The product (as HBr-salt) was taken up in H2O (5 ml) and treated with 1M aq. NaHCO3 (2 ml). Stirring was continued for 0.2 h. The precipitated aminobenzothiazole was then filtered, washed with H2O (10 ml) and dried (16 h at 45° C./20 mb); yield 67%.

後処理

  1. customTo the solution formed
  2. temperaturethe reaction mixture was cooled to 50° C.
  3. filtrationfiltered
  4. additiontreated with 1M aq. NaHCO3 (2 ml)
  5. stirringStirring
  6. waitwas continued for 0.2 h
  7. filtrationThe precipitated aminobenzothiazole was then filtered
  8. washwashed with H2O (10 ml)
  9. customdried (16 h at 45° C./20 mb)

出典と根拠

ORDレコード
ord-2c38c04a2ff54f61871a1c6ab0095848
出典データセット
uspto-grants-2006_08
特許番号
US07087761B2

関連ノート

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