Ethanol → HCID 131722971, compound

HRID 428806Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:40])[C:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][O:15][N:16]=[C:17]([CH3:39])/[C:18](=[N:35]/[O:36][CH2:37][CH3:38])/[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH:26]([C:28]2[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=2)[CH3:27])=[CH:21][CH:20]=1)=NOC.[CH3:41]N.[CH2:43]([OH:45])C>>[CH3:1][O:2][C:3](=[O:40])[C:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][O:15][N:16]=[C:17]([CH3:39])[C:18](=[N:35][O:36][CH2:37][CH3:38])[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH:26]([C:28]2[CH:29]=[CH:30][C:31]([Cl:34])=[CH:32][CH:33]=2)[CH3:27])=[CH:21][CH:20]=1)=[CH:41][O:45][CH3:43]

Participants

Reactant 3

HCID 702Ethanol

HCID 6329Methylamine

HCID 172938610HCID 172938610, compound

Product 1

HCID 131722971HCID 131722971, compound

Procedure

A mixture of 4.0 g of 2-[[[(1-methyl-2-(4-(1-{4-chlorophenyl}-ethoxy)-phenyl)-2-E-[ethoxyimino]ethylidene)amino]oxy]methyl]-α-(methoxyimino)-phenylacetic acid methyl ester and 5.3 ml of a 8M solution of methylamine in ethanol is left to stand at room temperature for 4 days. The mixture is then concentrated by evaporation in vacuo. The residue is taken up with methyl acetate; the solution is washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated by evaporation in vacuo. The residue is recrystallised from methyl acetate/hexane 1:1 to yield the title compound having a melting point of 81-83° C. (compound 3-4.2).

Workup

waitis left
concentrationThe mixture is then concentrated by evaporation in vacuo
washthe solution is washed with water and saturated sodium chloride solution
dry with materialdried over sodium sulfate
concentrationconcentrated by evaporation in vacuo
customThe residue is recrystallised from methyl acetate/hexane 1:1

Sources & evidence

ORD record: ord-4b4cfb4c6cbb4ba9a99718c7ad169086
Source dataset: uspto-grants-2001_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06313344B1

Reaction notes

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