Levulinic Acid → HCID 37800, compound

HRID 1282991Notes

Reaction equation

HRID 1282991 reaction equation
[C:1]([N:11]([C:13]1[CH:18]=[CH:17][C:16]2[O:19][CH2:20][O:21][C:15]=2[CH:14]=1)N)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Na].N#N.S([O-])([O-])=O.[C:29]([OH:36])(=[O:35])[CH2:30][CH2:31][C:32]([CH3:34])=O>O>[C:1]([N:11]1[C:13]2[C:18](=[CH:17][C:16]3[O:19][CH2:20][O:21][C:15]=3[CH:14]=2)[C:31]([CH2:30][C:29]([OH:36])=[O:35])=[C:32]1[CH3:34])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 11579Levulinic AcidHCID 86733805HCID 86733805, compound

Product 1

HCID 37800HCID 37800, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 8 g of sodium N1 -cinnamoyl-3,4-methylenedioxyphenylhydrazine-N2 -sulfite, ##EQU11## and 45 ml of levulinic acid was heated in the presence of small amount of surfuric acid at 80° - 85°C for 3 hours. The reaction mixture was cooled to a room temperature and poured into water to give 1-cinnamoyl-2-methyl-5,6-methylenedioxy-3-indolylacetic acid. The crystals obtained by twice recrystallizing from acetone-water (5 : 1) showed a melting point of 190° - 192°C.

Workup

  1. temperaturewas heated in the presence of small amount of surfuric acid at 80° - 85°C for 3 hours

Sources & evidence

ORD record
ord-2337fc2e803e4639b6a3ac56e833401b
Source dataset
uspto-grants-1976_08
Patent number
US03974145

Reaction notes

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