Hydrochloric Acid → HCID 12741938, compound

HRID 1579637Notes

Reaction equation

HRID 1579637 reaction equation
[CH3:1][C:2]1[C:10]2[O:11][C:12]([C:14]([OH:16])=[O:15])=[CH:13][C:9]=2[C:8]2[CH2:7][C:6](Br)([CH2:17][CH2:18][CH3:19])[C:5](=[O:21])[C:4]=2[C:3]=1[CH3:22].C1CN2C(=NCCC2)C1.O.Cl>CS(C)=O.C(O)C>[CH3:1][C:2]1[C:10]2[O:11][C:12]([C:14]([OH:16])=[O:15])=[CH:13][C:9]=2[C:8]2[CH:7]=[C:6]([CH2:17][CH2:18][CH3:19])[C:5](=[O:21])[C:4]=2[C:3]=1[CH3:22]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 763491,5-Diazabicyclo(4.3.0)non-5-eneHCID 12741937HCID 12741937, compound

Product 1

HCID 12741938HCID 12741938, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 702EthanolSolvent

Procedure

A solution of 4,5-dimethyl-6-oxo-7-bromo-7-propyl-7,8-dihydro-6H-indeno[5,4-b]furan-2-carboxylic acid (1.2 g., 0.0033 mole) and 1,5-diazabicyclo [4.3.0]-5-nonene (0.8 ml.) in dimethylsulfoxide (8 ml.) is stirred at 25°C. for one hour then treated with water (30 ml.) hydrochloric acid (5 ml.) and ethanol (20 ml.) affording 4,5-dimethyl-6-oxo-7-propyl-6H-indeno[5,4-b]-furan-2-carboxylic acid as a red solid which melts at 242°C. after recrystallization from nitromethane.

Sources & evidence

ORD record
ord-5391760a68a14fc4b69a483cb2d07741
Source dataset
uspto-grants-1976_01
Patent number
US03931239

Reaction notes

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