Hydrochloric Acid → HCID 86743599, compound

HRID 1074086Notes

Reaction equation

HRID 1074086 reaction equation
CN(C)[C:3](=[CH:9][CH:10]=[C:11]([CH2:17][CH2:18][CH2:19][CH3:20])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:4]([O:6][CH2:7][CH3:8])=[S:5].Cl.C([OH:25])C>>[OH:25][C:3](=[CH:9][CH:10]=[C:11]([CH2:17][CH2:18][CH2:19][CH3:20])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:4]([O:6][CH2:7][CH3:8])=[S:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 86743600HCID 86743600, compound

Product 1

HCID 86743599HCID 86743599, compound

Conditions

Temperature
20 °C

Procedure

The procedure is as in Example 2, starting with diethyl 2-dimethylamino-5-n-butylthio-2,4-hexadienedioate (10 g), 12N aqueous hydrochloric acid solution (63 cc) and ethanol (100 cc). The mixture is maintained for 1 hour at a temperature of approximately 20° C. After purification by chromatography on a silica column with dichloromethane as eluent, diethyl 2-hydroxy-5-n-butylthio-2,4-hexadienedioate (5.6 g), m.p. 37° C., is obtained. Diethyl 2-dimethylamino-5-n-butylthio-2,4-hexadienedioate may be prepared in the following manner:

Workup

  1. customAfter purification by chromatography on a silica column with dichloromethane as eluent

Sources & evidence

ORD record
ord-7deb99af470242cbb931d67243f1f84e
Source dataset
uspto-grants-1990_11
Patent number
US04971979

Reaction notes

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