Water → 2-Acetamido-5-(2-pyrimidinylthio)thiazole

HRID 2380605노트

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HRID 2380605 반응식
[C:1]([NH:4][C:5]1[S:6][C:7](Cl)=[CH:8][N:9]=1)(=[O:3])[CH3:2].[SH:11][C:12]1[N:17]=[CH:16][CH:15]=[CH:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:1]([NH:4][C:5]1[S:6][C:7]([S:11][C:12]2[N:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:8][N:9]=1)(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 46841342-Acetamido-5-chlorothiazoleHCID 178418793HCID 178418793, 화합물

생성물 1

HCID 157291582-Acetamido-5-(2-pyrimidinylthio)thiazole수율 60.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
150 °C

실험 절차

A mixture of 2-acetamido-5-chlorothiazole (14.3 g), 2-mercaptopyrimidine (10 g) and potassium carbonate anhydrous (22.4 g) in N,N-dimethylformamide (280 ml) was stirred at 150° C. an hour. The reaction mixture was poured into water with stirring under ice cooling. The mixture was extracted with ethyl acetate, washed with water and dried over magnesium sulfate. The organic layer was concentrated under reduced pressure to give solid. The solid was triturated with water, and the precipitates were collected by filtration, washed with water and dried in vacuo no give 2-acetamido-5-(2-pyrimidinylthio)thiazole (12.30 g, yield: 60.2%). mp: 225° C. (dec.) IR (Nujol): 3170, 1645, 1555, 1310 cm-1NMR (DMSO-d6, 60 MHZ, ppm): 2.20 (3H, s), 7.33 (1H, t, j=4 Hz), 7.70 (1H, s), 8.68 (2H, d, J=4 Hz), 12.33 (1H, br s) Mass: M+2 254, M+1 253, M 252, m/e 210, 168

후처리

  1. stirringwith stirring under ice cooling
  2. extractionThe mixture was extracted with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe organic layer was concentrated under reduced pressure
  6. customto give solid
  7. customThe solid was triturated with water
  8. filtrationthe precipitates were collected by filtration
  9. washwashed with water

출처 및 근거

ORD 기록
ord-949b5482e5ee40218d87caeca1b1cff7
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05369107

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