Ammonia → HCID 131714530, compound

HRID 1589657Notes

Reaction equation

[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([CH3:19])[NH:12][C:11]([CH2:20][O:21][CH2:22][CH2:23][NH:24][C:25]2[C:29](OC)=[N:28][S:27](=[O:32])[N:26]=2)=[C:10]1[C:33]([O:35][CH2:36][CH3:37])=[O:34].[NH3:38]>>[OH2:16].[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([CH3:19])[NH:12][C:11]([CH2:20][O:21][CH2:22][CH2:23][NH:24][C:25]2[C:29]([NH2:38])=[N:28][S:27](=[O:32])[N:26]=2)=[C:10]1[C:33]([O:35][CH2:36][CH3:37])=[O:34].[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:13]([CH3:19])[NH:12][C:11]([CH2:20][O:21][CH2:22][CH2:23][NH:24][C:25]2[C:29]([NH2:38])=[N:28][S:27](=[O:32])[N:26]=2)=[C:10]1[C:33]([O:35][CH2:36][CH3:37])=[O:34]

Participants

Reactant 2

HCID 222Ammonia

HCID 20199216HCID 20199216, compound

Product 1

HCID 131714530HCID 131714530, compound

Procedure

3-{-2-[(4-{2,3-Dichlorophenyl}-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyrid-2-yl)methoxy]ethylamino}-4-methoxy-1,2,5-thiadiazole-1-oxide (0.3 g) was dissolved in ethanolic ammonia (10 ml) and stirred at room temperature for 1 hour. The solvent was evaporated and the residue chromatographed on silica "Kieselgel 60H" (Trade Mark), eluting with ethyl acetate. The product containing fractions were combined and evaporated to give an oil which was triturated with ethyl acetate to give the title compound as a solid, yield 0.15 g, m.p. 135°.

Workup

customThe solvent was evaporated
customthe residue chromatographed on silica "Kieselgel 60H" (Trade Mark)
washeluting with ethyl acetate
additionThe product containing fractions
customevaporated
customto give an oil which
customwas triturated with ethyl acetate

Sources & evidence

ORD record: ord-4166e295149143b5b2f2a224eb6a13c1
Source dataset: uspto-grants-1986_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04572908

Reaction notes

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