Ethyl Acetate → HCID 20208493, compound

HRID 542501Notes

Reaction equation

HRID 542501 reaction equation
[N+](=[CH2:3])=[N-].[C:4]([CH2:7][CH2:8][CH2:9][NH:10][C:11]1[O:16][C:15](=[O:17])[C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=2[N:12]=1)([OH:6])=[O:5].C(OC(=O)C)C>CCOCC>[C:4]([CH2:7][CH2:8][CH2:9][NH:10][C:11]1[O:16][C:15](=[O:17])[C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=2[N:12]=1)([O:6][CH3:3])=[O:5]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 9550DiazomethaneHCID 13853527HCID 13853527, compound

Product 1

HCID 20208493HCID 20208493, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of diazomethane in ether is added dropwise to a solution of 2-(3-carboxy-propylamino)-4H-3,1-benzoxazin-4-one in ether. The reaction is monitored by thin layer chromatography (silica gel, 10% ethylacetate in petroleum ether) until completion. A small amount of silica gel is added to the solution. The solution is allowed to stand for 3 hours, then filtered. The filtrate is evaporated to give 2-(3-carbomethoxypropylamino)-4H-3,1-benzoxazin-4-one.

Workup

  1. additionA small amount of silica gel is added to the solution
  2. filtrationfiltered
  3. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-0b30128674554328b700e9f037f70c3c
Source dataset
uspto-grants-1987_04
Patent number
US04657893

Reaction notes

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