2-Methyl-6-nitrobenzoyl chloride → HCID 178425651, compound

HRID 904627Notes

Reaction equation

HRID 904627 reaction equation
O.[NH2:2][C:3]1[NH:7][N:6]=[N:5][N:4]=1.[CH3:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[C:10]=1[C:11](Cl)=[O:12]>O1CCCC1.O>[CH3:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[C:10]=1[C:11]([NH:2][C:3]1[NH:7][N:6]=[N:5][N:4]=1)=[O:12]

Participants

5

Reactant 2

HCID 128198962-Methyl-6-nitrobenzoyl chlorideHCID 178509300HCID 178509300, compound

Product 1

HCID 178425651HCID 178425651, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

To a warm solution of 28 g of 5-aminotetrazole monohydrate in 300 ml of tetrahydrofuran and 15 ml of water was added 26.7 g of 2-methyl-6-nitrobenzoyl chloride in 50 ml of tetrahydrofuran. The solution was allowed to stand for 16 hours, the solvent was evaporated and the residue was treated with water. The solid obtained was separated by filtration, slurried with ether and again separated by filtration to give 2-methyl-6-nitro-N-(1H-tetrazol-5-yl)benzamide melting at about 230°-232° C.

Workup

  1. customthe solvent was evaporated
  2. additionthe residue was treated with water
  3. customThe solid obtained
  4. customwas separated by filtration
  5. customagain separated by filtration

Sources & evidence

ORD record
ord-e6c7c9008e834cf18c730b17aa7fd91d
Source dataset
uspto-grants-1983_12
Patent number
US04419357

Reaction notes

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