Hydrochloric Acid → HCID 178479082, compound

HRID 1583739Notes

Reaction equation

HRID 1583739 reaction equation
C([NH:4][C:5]1[CH:6]=[C:7]([N:11]2[C:15]([SH:16])=[N:14][N:13]=[N:12]2)[CH:8]=[CH:9][CH:10]=1)(=O)C.[ClH:17]>C(O)C>[ClH:17].[NH2:4][C:5]1[CH:6]=[C:7]([N:11]2[C:15]([SH:16])=[N:14][N:13]=[N:12]2)[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178474190HCID 178474190, compound

Product 1

HCID 178479082HCID 178479082, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(3-Acetamidophenyl)-5-mercaptotetrazole (0.51 mol) (120 g) was dispersed in 450 ml of ethanol. While stirring the dispersion at room temperature, 300 ml of concentrated hydrochloric acid was added. They were further reacted at room temperature for 3 hours. At the end of the time, the reaction mixture was cooled with ice. Crystals thus precipitated were collected and washed with acetone to obtain 110 g of 1-(3-aminophenyl)-5-mercaptotetrazole hydrochloride. This amine hydrochloride was dispersed in 750 ml of acetonitrile, and 123 ml of triethylamine was added thereto. Then, 41.5 g of methyl chlorocarbonate was further added thereto at room temperature.

Workup

  1. customThey were further reacted at room temperature for 3 hours
  2. temperatureAt the end of the time, the reaction mixture was cooled with ice
  3. customCrystals thus precipitated
  4. customwere collected
  5. washwashed with acetone

Sources & evidence

ORD record
ord-25f21054978b48cf880bce7222b0259e
Source dataset
uspto-grants-1985_11
Patent number
US04554246

Reaction notes

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