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Water → HCID 20140943, 화합물

HRID 1252051
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HRID 1252051 반응식
Cl.[NH2:2][C:3]1[S:4][CH:5]=[C:6]([CH2:8][Cl:9])[N:7]=1.[CH3:10][N:11]=[C:12]=[O:13].N1C=CC=CC=1.O>CN(C)C=O>[CH3:10][NH:11][C:12](=[O:13])[NH:2][C:3]1[S:4][CH:5]=[C:6]([CH2:8][Cl:9])[N:7]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 12228Methyl Isocyanate3회HCID 732282-Thiazolamine, 4-(chloromethyl)-, hydrochloride (1:1)

생성물 1

HCID 20140943HCID 20140943, 화합물수율 41.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
50 °C

실험 절차

To a solution of 2-amino-4-chloromethylthiazole hydrochloride (0.5 g) in N,N-dimethylformamide (5 ml) was added methyl isocyanate (0.17 g) in the presence of pyridine (0.24 ml). After 4 hours, methyl isocyanate (0.1 g) was further added. After 1 hour, methyl isocyanate (0.1 g) was added again and the reaction mixture was heated at 50° C. for 3.5 hours. The reaction mixture was then poured into water (20 ml) and extracted with ethyl acetate (30 ml×2). The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. The solvent was distilled off and the residue was crystallized from a mixture of ethanol and n-hexane to give 2-(3-methylureido)-4-chloromethylthiazole (230 mg).

후처리

  1. waitAfter 1 hour
  2. extractionextracted with ethyl acetate (30 ml×2)
  3. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was crystallized from a mixture of ethanol and n-hexane

출처 및 근거

ORD 기록
ord-ada4beb0bf4f43e8a8ee266666c7895f
출처 데이터셋
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04742057

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