Ammonia → Benzo-1,2,3-thiadiazole-7-carboxylic acid amide

HRID 729002Notes

Reaction equation

HRID 729002 reaction equation
[NH3:1].C[O:3][C:4]([C:6]1[C:14]2[S:13][N:12]=[N:11][C:10]=2[CH:9]=[CH:8][CH:7]=1)=O>O1CCCC1>[S:13]1[C:14]2[C:6]([C:4]([NH2:1])=[O:3])=[CH:7][CH:8]=[CH:9][C:10]=2[N:11]=[N:12]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 1794011,2,3-Benzothiadiazole-7-carboxylic acid, methyl ester

Product 1

HCID 22403364Benzo-1,2,3-thiadiazole-7-carboxylic acid amide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In an autoclave, under pressure and at room temperature, 17 g of ammonia ispassed into a solution of 19.4 g of benzo-1,2,3-thiadiazole-7-carboxylic acid methyl ester in 70 ml of tetrahydrofuran. The solution is then heatedand maintained at 80°-90° C. for approximately 20 hours, an internal pressure of 55·105Pa max. building up. Partial concentration by evaporation is then carried out and the resulting precipitate is filtered off, washed with cold tetrahydrofuran and dried. 14.9 g of beige crystals having a melting point of 270°-272°C. are obtained.

Workup

  1. customat room temperature
  2. temperatureThe solution is then heatedand maintained at 80°-90° C. for approximately 20 hours
  3. concentrationPartial concentration
  4. customby evaporation
  5. filtrationthe resulting precipitate is filtered off
  6. washwashed with cold tetrahydrofuran
  7. customdried
  8. customare obtained

Sources & evidence

ORD record
ord-bb81936b7eed4b80be88f27f04375034
Source dataset
uspto-grants-1991_09
Patent number
US05051436

Reaction notes

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