Hydrochloric Acid → 4-Chloro-5-(2-acetamidophenylsulfamoyl)-3-nitrobenzoic acid

HRID 1580828ノート

反応式

HRID 1580828 の反応式
[Cl:1][C:2]1[C:10]([S:11](Cl)(=[O:13])=[O:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].N[CH2:19][C:20]([NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:21].C[N:30](C)C=O.Cl>O>[Cl:1][C:2]1[C:10]([S:11](=[O:13])(=[O:12])[NH:30][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[NH:22][C:20](=[O:21])[CH3:19])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 898924-Chloro-5-chlorosulfonyl-3-nitrobenzoic acidHCID 2083842-Aminoacetanilide

生成物 1

HCID 215589374-Chloro-5-(2-acetamidophenylsulfamoyl)-3-nitrobenzoic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The starting material is prepared as follows: The mixture of 38.8 g 4-chloro-5-chlorosulfonyl-3-nitrobenzoic acid, 39.9 g of 2-aminoacetanilide and 150 ml of dimethylformamide is stirred for 21/2 hours at room temperature. It is poured into 1.7 lt of water and 20 ml of concentrated hydrochloric acid while stirring, the precipitate formed is filtered off and washed with water. It is dissolved in 600 ml of hot ethanol, 900 ml of hot water are added, the mixture filtered and the filtrate left in the cold, to yield the 4-chloro-5-(2-acetamidophenylsulfamoyl)-3-nitrobenzoic acid melting at 225°-227° with decomposition. [In the analogous manner the 5-(4-acetamidophenylsulfamoyl)-isomer is prepared, m.p. 245°-246° (dec.).]

後処理

  1. customThe starting material is prepared
  2. stirringwhile stirring
  3. customthe precipitate formed
  4. filtrationis filtered off
  5. washwashed with water
  6. dissolutionIt is dissolved in 600 ml of hot ethanol
  7. addition900 ml of hot water are added
  8. filtrationthe mixture filtered
  9. waitthe filtrate left in the cold,

出典と根拠

ORDレコード
ord-0ccf42553e5c4925ab0020e4e6555b4a
出典データセット
uspto-grants-1976_01
特許番号
US03933906

反応ノート

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