Methyl Anthranilate → HCID 178497644, compound

HRID 236394Notes

Reaction equation

HRID 236394 reaction equation
O.[NH2:2][C:3]1[NH:7][N:6]=[N:5][N:4]=1.[CH2:8](OC(OCC)OCC)C.[C:18]([O:27][CH3:28])(=[O:26])[C:19]1[C:20](=[CH:22][CH:23]=[CH:24][CH:25]=1)[NH2:21]>C(Cl)(Cl)(Cl)Cl>[NH:4]1[C:3]([NH:2][CH:8]=[N:21][C:20]2[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=2[C:18]([O:27][CH3:28])=[O:26])=[N:7][N:6]=[N:5]1

Participants

5

Reactant 3

HCID 8635Methyl AnthranilateHCID 31214Ethyl orthoformateHCID 178509300HCID 178509300, compound

Product 1

HCID 178497644HCID 178497644, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture was prepared from 12.2 g of 5-aminotetrazole monohydrate, 71.3 g of triethoxymethane, 22.3 g of methyl anthranilate and 100 ml of carbon tetrachloride and this was refluxed under nitrogen with stirring for 16 hours. The mixture was then cooled to room temperature and the white crystals which formed were separated by filtration, washed with carbon tetrachloride and dried to give N1 -(1H-tetrazol-5-yl)-N2 -(2-carbomethoxyphenyl)formamidine melting at about 199°-200° C.

Workup

  1. temperaturethis was refluxed under nitrogen
  2. customthe white crystals which formed
  3. customwere separated by filtration
  4. washwashed with carbon tetrachloride
  5. customdried

Sources & evidence

ORD record
ord-e17bf275b0c34667b6c622356303724b
Source dataset
uspto-grants-1987_02
Patent number
US04644065

Reaction notes

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