Acetamide → 3,5-Dihydroxy-4-phenylazo-benzoic acid methyl ester

HRID 542946

반응식

HRID 542946 반응식
[CH3:1][O:2][C:3]([CH:5]1[CH2:10][C:9](=[O:11])[C:8]([N:12]=[N:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([OH:20])[CH2:6]1)=[O:4].C(N)(=O)C.BrC1CC(=O)NC1=O.BrBr>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:4])[C:5]1[CH:10]=[C:9]([OH:11])[C:8]([N:12]=[N:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([OH:20])[CH:6]=1

참가 물질

6

반응물 4

HCID 178AcetamideHCID 24408BromineHCID 38309BromosuccinimideHCID 1360563743-Hydroxy-5-keto-4-phenylazo-3-cyclohexenecarboxylic acid methyl ester

생성물 1

HCID 1360597863,5-Dihydroxy-4-phenylazo-benzoic acid methyl ester

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

54.8 G. of 3-hydroxy-5-keto-4-phenylazo-3-cyclohexene-carboxylic acid methyl ester, 12.0 g. of acetamide and 2.0 g. of bromosuccinimide were stirred in 600 ml. of chloroform and treated dropwise with 32.0 g. of bromine in 400 ml. of chloroform (the reaction temperature being held below 35° C.). Soon, the separation of acetamide hydrobromide began. The mixture was stirred for an additional 30 minutes at room temperature. Then, the acetamide hydrobromide was removed by filtration and the filtrate evaporated to dryness. The residue was taken up in a small amount of ethanol, filtered under vacuum and washed with ethanol, whereby there was obtained 3,5-dihydroxy-4-phenylazo-benzoic acid methyl ester having a melting point of 216°-218° C.

후처리

  1. custombeing held below 35° C.
  2. customSoon, the separation of acetamide hydrobromide
  3. customThen, the acetamide hydrobromide was removed by filtration
  4. customthe filtrate evaporated to dryness
  5. filtrationfiltered under vacuum
  6. washwashed with ethanol

출처 및 근거

ORD 기록
ord-c618d38ee934436caf75044392b6e4b7
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04659818

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