HCID 73840890, compound → HCID 12377595, compound

HRID 2049752Notes

Reaction equation

HRID 2049752 reaction equation
[O:1]=[C:2]1[C:7]([NH:8][C:9](=[CH:14][C:15]([O:17]C)=O)[C:10]([O:12][CH3:13])=[O:11])=[CH:6][C:5]2[CH:19]=[CH:20][CH:21]=[CH:22][C:4]=2[O:3]1>C1(OC2C=CC=CC=2)C=CC=CC=1.CCCCCC>[O:17]=[C:15]1[CH:14]=[C:9]([C:10]([O:12][CH3:13])=[O:11])[NH:8][C:7]2[C:2](=[O:1])[O:3][C:4]3[CH:22]=[CH:21][CH:20]=[CH:19][C:5]=3[C:6]1=2

Participants

4

Reactant 1

HCID 73840890HCID 73840890, compound

Product 1

HCID 12377595HCID 12377595, compoundYield 93.5%

Reagents, catalysts & solvents 2

HCID 7583Diphenyl EtherSolventHCID 8058HexaneSolvent

Procedure

A solution of 2-[(2-oxo-2H-1-benzopyran-3-yl)amino]-2-butenedioic acid, dimethyl ester (3.0 g, 0.0099 mole) in diphenyl ether (50 ml) is heated at 274-285 for 60 minutes under nitrogen. The reaction mixture is cooled and diluted with hexane. The product is filtered off and washed with ethyl acetate. Recrystallization from dimethyl formamide gives white crystals (2.51 g, 93%), mp 225-227.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe product is filtered off
  3. washwashed with ethyl acetate
  4. customRecrystallization from dimethyl formamide

Sources & evidence

ORD record
ord-d8256daf669345668178c4d70aff1ec4
Source dataset
uspto-grants-1980_04
Patent number
US04198511

Reaction notes

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