Pyridine → 10-Propionyl dithranol

HRID 845053Notes

Reaction equation

[CH:1]1[CH:2]=[C:3]2[CH2:17][C:11]3[CH:12]=[CH:13][CH:14]=[C:15]([OH:16])[C:10]=3[C:8](=[O:9])[C:4]2=[C:5]([OH:7])[CH:6]=1.N1C=CC=CC=1.[C:24](Cl)(=[O:27])[CH2:25][CH3:26]>C1(C)C=CC=CC=1>[OH:16][C:15]1[C:10]2[C:8](=[O:9])[C:4]3[C:3](=[CH:2][CH:1]=[CH:6][C:5]=3[OH:7])[CH:17]([C:24](=[O:27])[CH2:25][CH3:26])[C:11]=2[CH:12]=[CH:13][CH:14]=1

Participants

Conditions

Temperature: 85 °C

Procedure

To a suspension of 56.6 g (0.25 mole) of purified anthralin in 1750 cm3 of anhydrous toluene, there are added at ambient temperature 27.3 cm3 of anhydrous pyridine (0.34 mole) and then, slowly, over about a 20 minute period, 26.2 cm3 of propionyl chloride (0.3 mole) are added. The mixture is then heated to 85° C. for about 1 hour. After return to ambient temperature, there are added to the reaction mixture 27.3 cm3 of pyridine and 26.2 cm3 of propionyl chloride. This mixture is then heated for 1 hour at a temperature of about 85° C.

Workup

temperatureThis mixture is then heated for 1 hour at a temperature of about 85° C.

Sources & evidence

ORD record: ord-15f2452d96f94df78fecd79bdc96fe73
Source dataset: uspto-grants-1988_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04755530

Reaction notes

Loading…