Thiobenzamide → 5-Ethyl-2-phenyl-1,3-thiazole-4-carboxylic acid

HRID 2300592ノート

反応式

HRID 2300592 の反応式
[C:1]([NH2:9])(=[S:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:11]([CH2:19][CH3:20])[C:12](=O)[C:13]([O:15]CC)=[O:14]>C1(C)C=CC=CC=1>[CH2:19]([C:11]1[S:8][C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:9][C:12]=1[C:13]([OH:15])=[O:14])[CH3:20]

参加物

4

反応物 2

HCID 683563ThiobenzamideHCID 14740334Ethyl 3-bromo-2-oxopentanoate

生成物 1

HCID 138353095-Ethyl-2-phenyl-1,3-thiazole-4-carboxylic acid

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Intermediate 2C was prepared as described above for the preparation of intermediate 2B from 4.61 g of thiobenzamide, 5.0 g of ethyl 3-bromo-2-oxo-pentanoate, and 14 mL of toluene. Solids were collected and washed with cold water after cooling of the NaOH solution. Heating these solids with citric acid as described followed by cooling and isolation of the resulting solids gave 3.74 g (72% yield) of intermediate 2C; 1H NMR (CDCl3, 300 MHz) δ7913-7.91 (m, 2H), 7.51-7.50 (m, 3H), 3.39 (q, 2H, J=7.8), 1.42 (t, 3H, J=7.8); low resolution MS (ES+)m/e 233.81 (MH+).

後処理

  1. customSolids were collected
  2. washwashed with cold water
  3. temperatureafter cooling of the NaOH solution
  4. temperatureHeating these solids with citric acid
  5. temperatureby cooling

出典と根拠

ORDレコード
ord-6d6aae3e4bf6446399b3a3eab075c8cb
出典データセット
uspto-grants-2002_12
特許番号
US06498174B1

反応ノート

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