Hydrochloric Acid → 3-amino-4-chlorobenzenethiol

HRID 2049901Notes

Reaction equation

HRID 2049901 reaction equation
Cl.[Sn].[N+:3]([C:6]1[CH:7]=[C:8]([S:13](Cl)(=O)=O)[CH:9]=[CH:10][C:11]=1[Cl:12])([O-])=O>>[Cl:12][C:11]1[CH:10]=[CH:9][C:8]([SH:13])=[CH:7][C:6]=1[NH2:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 5352426Tin atom

Product 1

HCID 6406993-amino-4-chlorobenzenethiol

Conditions

Temperature
0 °C

Procedure

To a mixture of 100 g of chipped ice and 120 g of concentrated hydrochloric acid (35%), 120 g of metallic tin was added and then 25.4 g of 3-nitro-4-chlorobenzenesulfonyl chloride was added thereto. The mixture was stirred for one and a half hours while maintaining the temperature at 0° C. Then, the temperature was increased to 80° C. to 90° C. and the mixture was stirred with heating at the same temperature for 2 hours. After the completion of the reaction, the reaction solution was kept for one day in a cold place (at about -5° C. to about 10° C.). The crystals formed were collected and thoroughly washed with water. From the water used for the washing and the filtrate, newly formed crystals were also recovered and were added to the first crystals obtained.

Workup

  1. additionwas added
  2. temperatureThen, the temperature was increased to 80° C. to 90° C.
  3. stirringthe mixture was stirred
  4. temperaturewith heating at the same temperature for 2 hours
  5. customAfter the completion of the reaction
  6. customThe crystals formed
  7. customwere collected
  8. washthoroughly washed with water
  9. customwere also recovered
  10. additionwere added to the first crystals
  11. customobtained

Sources & evidence

ORD record
ord-aac7528552df405591db21bd743f49a3
Source dataset
uspto-grants-1980_04
Patent number
US04199361

Reaction notes

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