Hydrochloric Acid → 4-(7-Chloro-4-quinolylamino)-2-chlorobenzenesulphonic acid

HRID 1580690Notes

Reaction equation

HRID 1580690 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([NH2:12])[CH:9]=[CH:8][C:3]=1[S:4]([OH:7])(=[O:6])=[O:5].Cl[C:14]1[C:23]2[C:18](=[CH:19][C:20]([Cl:24])=[CH:21][CH:22]=2)[N:17]=[CH:16][CH:15]=1.Cl>O>[Cl:24][C:20]1[CH:19]=[C:18]2[C:23]([C:14]([NH:12][C:10]3[CH:9]=[CH:8][C:3]([S:4]([OH:7])(=[O:5])=[O:6])=[C:2]([Cl:1])[CH:11]=3)=[CH:15][CH:16]=[N:17]2)=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 68664,7-DichloroquinolineHCID 158503594-Amino-2-chlorobenzenesulfonic acid

Product 1

HCID 215635444-(7-Chloro-4-quinolylamino)-2-chlorobenzenesulphonic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9.9 Grams of 2-chloro sulphanilic acid and 9.4 grams of 4,7-dichloroquinoline were suspended in 200 milliliters of water and concentrated hydrochloric acid added until the solution was just acid. The mixture was refluxed for 4 hours when a solid began to precipitate. After cooling the solid was collected, washed with water and dried to give 15.8 grams of 4-(7-chloro-4-quinolylamino)-2-chlorobenzenesulphonic acid. Melting point 280°-285°C with decompostion.

Workup

  1. temperatureThe mixture was refluxed for 4 hours when a solid
  2. customto precipitate
  3. temperatureAfter cooling the solid
  4. customwas collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-98d2e51711524733ae67ffdebdb36e9a
Source dataset
uspto-grants-1976_01
Patent number
US03933829

Reaction notes

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