Acetone → Procromil

HRID 236975Notes

Reaction equation

HRID 236975 reaction equation
[CH2:1]([C:4]1[C:13]2[O:14][C:15]([C:19]([OH:21])=[O:20])=[CH:16][C:17](=S)[C:12]=2[CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][CH2:9]2)[CH2:2][CH3:3].CC(C)=[O:24]>CI.O>[O:24]=[C:17]1[CH:16]=[C:15]([C:19]([OH:21])=[O:20])[O:14][C:13]2[C:4]([CH2:1][CH2:2][CH3:3])=[C:5]3[C:10](=[CH:11][C:12]1=2)[CH2:9][CH2:8][CH2:7][CH2:6]3

Participants

5

Reactant 2

HCID 180AcetoneHCID 20304566HCID 20304566, compound

Product 1

HCID 3085184Procromil

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 6328Methyl iodideCatalyst

Procedure

A mixture of 10-propyl-6,7,8,9-tetrahydro-4-thioxo-4H-naphtho[2,3-b]pyran-2-carboxylic acid (0.025 g), methyl iodide (3 drops), acetone (10 ml) and water (4 drops) was stirred in the dark at ambient temperature for 2 days. Concentration of the reaction mixture in vacuo gave a brown solid which on crystallisation from acetone gave the title compound as a light-yellow solid, mp 245°-8°.

Workup

  1. customConcentration of the reaction mixture in vacuo gave a brown solid which
  2. customon crystallisation from acetone

Sources & evidence

ORD record
ord-10ca2f02be5240488dbf094a9987cb07
Source dataset
uspto-grants-1979_06
Patent number
US04159273

Reaction notes

Loading…