Methyl Anthranilate → HCID 178497644, compound

HRID 236395Notes

Reaction equation

HRID 236395 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[N:4][N:3]=1.[CH3:7]OC(OC)OC.[C:14]([O:23][CH3:24])(=[O:22])[C:15]1[C:16](=[CH:18][CH:19]=[CH:20][CH:21]=1)[NH2:17]>CC(O)C>[NH:3]1[C:2]([NH:1][CH:7]=[N:17][C:16]2[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=2[C:14]([O:23][CH3:24])=[O:22])=[N:6][N:5]=[N:4]1

Participants

5

Reactant 3

HCID 8635Methyl AnthranilateHCID 9005Trimethyl orthoformateHCID 178509299HCID 178509299, compound

Product 1

HCID 178497644HCID 178497644, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 5 g of 5-aminotetrazole and 150 ml of 2-propanol was heated to 80° C. under nitrogen. To the resulting heterogeneous mixture was added 7 g of trimethoxymethane and 9.3 g of methyl anthranilate. The mixture was stirred for 35 minutes and then cooled to 30° C. The white crystals which formed were separated by filtration, washed with 2-propanol and vacuum oven dried to give N1 -(1H-tetrazol-5-yl)-N2 -(2-carbomethoxyphenyl)formamidine.

Workup

  1. temperaturecooled to 30° C
  2. customThe white crystals which formed
  3. customwere separated by filtration
  4. washwashed with 2-propanol and vacuum oven
  5. customdried

Sources & evidence

ORD record
ord-8100d52fe2004fd58c8a688f1b5f24b3
Source dataset
uspto-grants-1987_02
Patent number
US04644065

Reaction notes

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