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

HRID 462522

反応式

HRID 462522 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3a63bdba080c4d18801dfb1b5fefe2a2
出典データセット
uspto-grants-1985_05
特許番号
US04515948

関連ノート

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