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

HRID 1580828노트

반응식

HRID 1580828 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.).]

후처리

  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,

출처 및 근거

ORD 기록
ord-0ccf42553e5c4925ab0020e4e6555b4a
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03933906

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