Water → HCID 13489804, compound

HRID 2290757Notes

Reaction equation

HRID 2290757 reaction equation
[C:1]([CH2:4][N:5]1[CH:10]=[CH:9][NH:8][C:7](=[O:11])[C:6]1=[O:12])([OH:3])=[O:2].[C:13]1([C:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[N+]=[N-])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(OCC)(=O)C.O>CN(C)C(=O)C>[C:13]1([CH:19]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[O:2][C:1]([CH2:4][N:5]2[CH:10]=[CH:9][NH:8][C:7](=[O:11])[C:6]2=[O:12])=[O:3])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 612301,1'-(Diazomethylene)bis(benzene)HCID 13489803HCID 13489803, compound

Product 1

HCID 13489804HCID 13489804, compoundYield 80.4%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a solution of 2.6 g of 1-carboxymethyl-2,3-dioxo-1,2,3,4-tetrahydropyrazine in 13 ml of N,N-dimethylacetamide was added 3.9 g of diphenyldiazomethane at room temperature, and the mixture was subjected to reaction for for 10 minutes. The reaction mixture was introduced into a mixed solvent of 25 ml of ethyl acetate and 25 ml of water, and the mixture was stirred for 15 minutes. Precipitated crystals were collected by filtration, and washed with 10 ml of ethyl acetate and 10 ml of diethyl ether in this order to obtain 2.9 g (yield, 80.4%) of 1-diphenylmethyloxycarbonylmethyl-2,3-dioxo-1,2,3,4-tetrahydropyrazine having a melting point of 97°-98° C.

Workup

  1. customthe mixture was subjected to reaction for for 10 minutes
  2. customPrecipitated crystals
  3. filtrationwere collected by filtration
  4. washwashed with 10 ml of ethyl acetate and 10 ml of diethyl ether in this order

Sources & evidence

ORD record
ord-58c06cdcfeb14f5eada1f33e555429ef
Source dataset
uspto-grants-1986_10
Patent number
US04618606

Reaction notes

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