1,2-Ethanedithiol → Ethyl 2-(2,3-dihydro-1,4-dithiin-6-yl)-2-methoxyiminoacetate

HRID 1733715Notes

Reaction equation

HRID 1733715 reaction equation
[CH2:1]([SH:4])[CH2:2][SH:3].Cl[CH2:6][C:7]([C:9](=[N:15][O:16][CH3:17])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=O>>[S:3]1[C:7]([C:9](=[N:15][O:16][CH3:17])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][S:4][CH2:1][CH2:2]1

Participants

3

Reactant 2

HCID 109021,2-EthanedithiolHCID 3017525Ethyl 4-chloro-2-(methoxyimino)-3-oxobutanoate

Product 1

HCID 54260118Ethyl 2-(2,3-dihydro-1,4-dithiin-6-yl)-2-methoxyiminoacetateYield 22.3%

Procedure

Ethane-1,2-dithiol (20.6 g.) was allowed to react with ethyl 2-chloroacetyl-2-methoxyiminoacetate (41.4 g.) in a similar manner to that of Example A-(i) to give ethyl 2-(2,3-dihydro-1,4-dithiin-6yl)-2-methoxyiminoacetate (syn isomer, 11 g.), white crystals, mp. 65° to 67° C.

Sources & evidence

ORD record
ord-31bcc6f214274b62af069b3cd0e8e75c
Source dataset
uspto-grants-1980_12
Patent number
US04242510

Reaction notes

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