Methyl chloroformate → HCID 178501964, compound

HRID 370535Notes

Reaction equation

HRID 370535 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([NH:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1)=[O:5].Cl[C:17]([O:19][CH3:20])=[O:18]>CN(C)C=O.O>[CH3:20][O:19][C:17](=[O:18])[NH:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([NH:6][C:7]1[NH:11][N:10]=[N:9][N:8]=1)=[O:5]

Participants

5

Reactant 2

HCID 6586Methyl chloroformateHCID 178507500HCID 178507500, compound

Product 1

HCID 178501964HCID 178501964, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 5.0 g of 2-amino-N-(1H-tetrazol-5-yl)benzamide in 20 ml of dimethylformamide was added 2.3 g of methyl chloroformate. The resulting solution was warmed for 2 hours and then diluted with a small volume of water. The solid which formed on cooling was separated by filtration to give [2-((1H-tetrazol-5-yl)-aminocarbonyl)phenyl]carbamic acid methyl ester melting at about 236°-237° C. after recrystallization from ethanol.

Workup

  1. temperatureThe resulting solution was warmed for 2 hours
  2. customThe solid which formed
  3. temperatureon cooling
  4. customwas separated by filtration

Sources & evidence

ORD record
ord-64155010df13434086d970dcbc199cd1
Source dataset
uspto-grants-1985_07
Patent number
US04526979

Reaction notes

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