Sodium ethoxide → HCID 86743600, compound

HRID 477366Notes

Reaction equation

HRID 477366 reaction equation
[CH3:1][N:2]([CH3:23])[C:3](=[CH:9][CH:10]=[C:11]([C:17]1C=C[CH:20]=[CH:19][CH:18]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:4]([O:6][CH2:7][CH3:8])=[S:5].F[B-](F)(F)F.CN(C(C(OCC)=O)=CC=[N+](C)C)C.CC[O-].[Na+]>C(O)C>[CH3:23][N:2]([CH3:1])[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

5

Reactant 3

HCID 2723922Sodium ethoxideHCID 86743575N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 86743580Diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate

Product 1

HCID 86743600HCID 86743600, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (10 g), a 2M ethanolic solution of sodium ethylate (17.5 cc) and ethyl (n-butyolthio)acetate (6.16 g) in ethanol (60 cc). Diethyl 2-dimethylamino-5-n-butylthio-2,4-hexadienedioate (10 g) is thereby obtained in the form of an orange-red oil, and is used in the crude state in the subsequent syntheses.

Sources & evidence

ORD record
ord-b45258db0c174536886a2ef22c529746
Source dataset
uspto-grants-1989_12
Patent number
US04886835

Reaction notes

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