Hydrochloric Acid → HCID 20477864, compound

HRID 904844Notes

Reaction equation

HRID 904844 reaction equation
[NH2:1][C:2]1[CH:8]=[C:7]([Cl:9])[C:6]([S:10](=[O:13])(=[O:12])[NH2:11])=[CH:5][C:3]=1[NH2:4].[C:14]1([CH2:20][C:21](O)=O)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl>>[OH2:12].[ClH:9].[CH2:20]([C:21]1[NH:4][C:3]2[CH:5]=[C:6]([S:10](=[O:12])(=[O:13])[NH2:11])[C:7]([Cl:9])=[CH:8][C:2]=2[N:1]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 999Phenylacetic AcidHCID 132896884,5-Diamino-2-chlorobenzene-1-sulfonamide

Product 1

HCID 20477864HCID 20477864, compoundYield 80.5%

Procedure

A mixture of 12.0 g of 2-amino-4-chloro-5-sulfamylaniline, 29.5 g of phenylacetic acid, and 54.5 ml of a 15% hydrochloric acid solution was refluxed for 6 hours and the blue precipitate collected by filtration. The crude product was dissolved in hot methanol and the organic solvent then treated with charcoal. Filtration followed by conc. in vacuo gave crystals which upon trituration with methanol and drying provided 8.2 g of pink crystals, m.p. 176°-180° C.

Workup

  1. temperaturewas refluxed for 6 hours
  2. filtrationthe blue precipitate collected by filtration
  3. dissolutionThe crude product was dissolved in hot methanol
  4. additionthe organic solvent then treated with charcoal
  5. filtrationFiltration
  6. customgave crystals which upon trituration with methanol
  7. customdrying

Sources & evidence

ORD record
ord-bd21e041b66c4236af71ececaaff3189
Source dataset
uspto-grants-1983_12
Patent number
US04420487

Reaction notes

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