Hydrochloric Acid → HCID 178473074, compound

HRID 1074048Notes

Reaction equation

HRID 1074048 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:9](=[O:24])[C:10]([S:22][CH3:23])=[CH:11][CH:12]=[C:13](N(C)C)[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:5]=[CH:6][C:7]=1[OH:8].Cl.C([OH:28])C>>[OH:1][C:2]1[CH:3]=[C:4]([C:9](=[O:24])[C:10]([S:22][CH3:23])=[CH:11][CH:12]=[C:13]([OH:28])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:5]=[CH:6][C:7]=1[OH:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 53865515Ethyl 6-(3,4-dihydroxyphenyl)-2-dimethylamino-5-methylthio-6-oxo-2,4-hexadienoate

Product 1

HCID 178473074HCID 178473074, compound

Conditions

Temperature
20 °C

Procedure

The procedure is as in Example 4, starting with ethyl 6-(3,4-dihydroxyphenyl)-2-dimethylamino-5-methylthio-6-oxo-2,4-hexadienoate (1.9 g) and 1N aqueous hydrochloric acid solution (10.8 cc) in ethanol (10.8 cc). The mixture is heated to boiling for 5 minutes, and then cooled to a temperature in the region of 20° C. After purification by crystallization in isopropyl ether (100 cc), ethyl 6-(3,4-dihydroxyphenyl)-2-hydroxy-5-methylthio-6-oxo-2,4-hexadienoate (0.6 g), m.p. 156° C., is obtained.

Workup

  1. temperatureThe mixture is heated
  2. customAfter purification
  3. customby crystallization in isopropyl ether (100 cc)

Sources & evidence

ORD record
ord-b037ff627448410797eaad923004b750
Source dataset
uspto-grants-1990_11
Patent number
US04971979

Reaction notes

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