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

HRID 2300592노트

반응식

HRID 2300592 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-6d6aae3e4bf6446399b3a3eab075c8cb
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498174B1

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