Methanol → HCID 178497385, compound

HRID 1696683Notes

Reaction equation

HRID 1696683 reaction equation
[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[NH2:13][C:14]1[CH:15]=[C:16]([CH:21]=[CH:22][C:23]=1[NH2:24])[C:17]([O:19][CH3:20])=[O:18].CO.O>CN1CCCC1=O>[OH:2][C:1]1[NH:24][C:23]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][C:14]=2[N:13]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 1355243,5-Diamino-2-methylbenzoic acid

Product 1

HCID 178497385HCID 178497385, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Conditions

Temperature
100 °C

Procedure

The solution of 5.9 g of carbonyldiimidazole in 10 ml of N-methylpyrrolidone is added dropwise to the solution of 5 g of methyl 3,4-diaminobenzoate in 10 ml of N-methylpyrrolidone, and the mixture is heated to 100° C. for 2 hours. After cooling to 60° C., 5 ml of methanol were added dropwise and then the mixture was stirred at room temperature with 150 ml of water, and the precipitate was filtered off with suction, washed with isopropanol and dried under reduced pressure.

Workup

  1. temperatureAfter cooling to 60° C.
  2. filtrationthe precipitate was filtered off with suction
  3. washwashed with isopropanol
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-f4b822a8878e4a94ba96d43b19e55431
Source dataset
uspto-grants-2012_04
Patent number
US08163774B2

Reaction notes

Loading…