Pyridine → 3'-acetyl-1-benzyl-2'-hydroxy-5'-methyl-1H-tetrazole-5-carboxanilide

HRID 325728노트

반응식

HRID 325728 반응식
[CH2:1]([N:8]1[C:12]([C:13](Cl)=[O:14])=[N:11][N:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1C(C([O-])=O)=NN=N1)C1C=CC=CC=1.[K+].[CH3:32][C:33]1[CH:38]=[C:37]([C:39]([CH3:41])=[O:40])[C:36]([OH:42])=[C:35]([NH2:43])[CH:34]=1.N1C=CC=CC=1>C(Cl)Cl>[C:39]([C:37]1[C:36]([OH:42])=[C:35]([CH:34]=[C:33]([CH3:32])[CH:38]=1)[NH:43][C:13]([C:12]1[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:9]=[N:10][N:11]=1)=[O:14])(=[O:40])[CH3:41]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 27564491-(3-Amino-2-hydroxy-5-methylphenyl)ethan-1-oneHCID 204638761-benzyl-1H-tetrazole-5-carbonyl chlorideHCID 23688251Potassium 1-Benzyl-1H-tetrazole-5-carboxylate

생성물 1

HCID 1360453873'-acetyl-1-benzyl-2'-hydroxy-5'-methyl-1H-tetrazole-5-carboxanilide

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

A solution of crude 1-benzyl-1H-tetrazole-5-carbonyl chloride (prepared from 0.73 g of potassium 1-benzyl-1H-tetrazole-5-carboxylate in the manner hereinbefore described in Reference Example 3) in dry methylene chloride (14 ml) was added to a stirred mixture of 3-amino-2-hydroxy-5-methylacetophenone (0.5 g) and pyridine (0.27 g) in dry methylene chloride (12 ml) at between 5° and 10° C. Stirring was maintained for 2 hours, allowing the temperature to rise to room temperature, and then the mixture was left to stand overnight. A further portion of methylene chloride (20 ml) was then added and the mixture was washed with water. The organic phase was dried over magnesium sulphate, and evaporated in vacuo to give a solid, which was recrystallised from ethanol, to give 3'-acetyl-1-benzyl-2'-hydroxy-5'-methyl-1H-tetrazole-5-carboxanilide (1.0 g), m.p. 183°-184° C.

후처리

  1. temperaturewas maintained for 2 hours
  2. customto rise to room temperature
  3. waitthe mixture was left
  4. washthe mixture was washed with water
  5. dry with materialThe organic phase was dried over magnesium sulphate
  6. customevaporated in vacuo
  7. customto give a solid, which
  8. customwas recrystallised from ethanol

출처 및 근거

ORD 기록
ord-546e0d984c62468d83cbb73e23c50502
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04442115

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