Hydrochloric Acid → HCID 178479082, compound

HRID 1462033Notes

Reaction equation

HRID 1462033 reaction equation
C([NH:8][C:9]1[CH:10]=[C:11]([N:15]2[C:19]([SH:20])=[N:18][N:17]=[N:16]2)[CH:12]=[CH:13][CH:14]=1)(=O)CCCCC.[ClH:21]>C(O)C>[ClH:21].[NH2:8][C:9]1[CH:10]=[C:11]([N:15]2[C:19]([SH:20])=[N:18][N:17]=[N:16]2)[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178445140HCID 178445140, compound

Product 1

HCID 178479082HCID 178479082, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

150 g (0.51M) of 1-(3-hexanamidophenyl)-5-mercaptotetrazole was dispersed in 450 ml of ethanol, and 300 ml of concentrated hydrochloric acid was added thereto with stirring at room temperature. After the reaction was carried out at room temperature for 3 hours, the mixture was cooled with ice, and the precipitated crystals were separated by filtration and washed with acetone to obtain 110 g of 1-(3-aminophenyl)-5-mercaptotetrazole hydrochloride. The resulting amine hydrochloride was dispersed in 750 ml of acetonitrile. After adding 485 ml of triethylamine, 125 g of butyl isocyanate was added dropwise at room temperature. After the reaction was carried out at room temperature for 6 hours, 2.2 liters of water were added and the pH was adjusted to 2 with hydrochloric acid. The precipitated crystals were separated by filtration and recrystallized from ethanol to obtain 69 g (yield: 46%) of the desired product having a melting point of 171°-172° C. (decomposition).

Workup

  1. temperaturethe mixture was cooled with ice
  2. customthe precipitated crystals were separated by filtration
  3. washwashed with acetone

Sources & evidence

ORD record
ord-fcc85432cb6d4a4fbcca6e4b3beb2ef4
Source dataset
uspto-grants-1984_07
Patent number
US04458010

Reaction notes

Loading…