Methyl Anthranilate → HCID 178497644, compound

HRID 236399Notes

Reaction equation

HRID 236399 reaction equation
C(O[CH:4]=[N:5][C:6]1[NH:10][N:9]=[N:8][N:7]=1)C.[C:11]([O:20][CH3:21])(=[O:19])[C:12]1[C:13](=[CH:15][CH:16]=[CH:17][CH:18]=1)[NH2:14]>C(OCC)(=O)C>[NH:7]1[C:6]([NH:5][CH:4]=[N:14][C:13]2[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=2[C:11]([O:20][CH3:21])=[O:19])=[N:10][N:9]=[N:8]1

Participants

4

Reactant 2

HCID 8635Methyl AnthranilateHCID 178468256HCID 178468256, compound

Product 1

HCID 178497644HCID 178497644, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a mixture of 5 g of 5-(ethoxymethyleneamino)tetrazole in 50 ml of ethyl acetate, stirred at room temperature under nitrogen, there was added a solution of 10.2 g of methyl anthranilate in 50 ml of ethyl acetate and the mixture was stirred for 24 hours. The white solid which formed was separated by filtration, washed with ethyl acetate and vacuum oven dried to give crude N1 -(1H-tetrazol-5-yl)-N2 -(2-carbomethoxyphenyl)formamidine. This was recrystallized from a mixture of N,N-dimethylformamide and ethyl acetate to give pure product identical with authentic material.

Workup

  1. stirringthe mixture was stirred for 24 hours
  2. customThe white solid which formed
  3. customwas separated by filtration
  4. washwashed with ethyl acetate and vacuum oven
  5. customdried

Sources & evidence

ORD record
ord-c3ca0350245b4b0cb84d7d87b38ee02e
Source dataset
uspto-grants-1987_02
Patent number
US04644065

Reaction notes

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