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Bromine → Methyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylate

HRID 1263407
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HRID 1263407 반응식
[CH3:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:12][C:13]([NH2:15])=[S:14].BrBr>ClC1C=CC=CC=1>[NH2:15][C:13]1[S:14][C:4]2[CH:5]=[CH:6][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:2]([CH3:1])[C:3]=2[N:12]=1
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참가 물질

4

반응물 2

HCID 24408BromineHCID 18616039N-(2-Methyl-3-methoxycarbonylphenyl)thiourea

생성물 1

HCID 22390084Methyl 2-amino-4-methylbenzo[d]thiazole-5-carboxylate

시약·촉매·용매 1

HCID 7964Chlorobenzene용매2회

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온도
0 °C

실험 절차

56 g of N-(2-methyl-3-methoxycarbonylphenyl)thiourea (0.25 mol) were dissolved in 2 l of chlorobenzene, and the mixture was cooled to 0° C. 40 g of bromine (0.25 mol) in 100 ml of chlorobenzene were then added dropwise. The reaction mixture was heated at 90° C. for 3 h, and the precipitate was filtered off with suction and washed with methylene chloride. The precipitate was then dissolved in ethyl acetate and extracted with sodium bicarbonate solution. After washing and drying, the product was obtained by stripping off the solvent. Yield: 43 g (80%).

후처리

  1. temperatureThe reaction mixture was heated at 90° C. for 3 h
  2. filtrationthe precipitate was filtered off with suction
  3. washwashed with methylene chloride
  4. dissolutionThe precipitate was then dissolved in ethyl acetate
  5. extractionextracted with sodium bicarbonate solution
  6. washAfter washing
  7. customdrying
  8. customthe product was obtained

출처 및 근거

ORD 기록
ord-1457830cd9ea443bbca17272e72d3e21
출처 데이터셋
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06541423B1

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