Hydroxylamine, O-(3-chloro-2-propenyl)-, hydrochloride → 2-[1-(3-Chloroallyloxyimino)butyl]-3-hydroxy-5-(4,6-dimethoxy-2-methylthio-5-pyrimidyl)cyclohex-2-en-1-one

HRID 542666Notes

Reaction equation

HRID 542666 reaction equation
[CH2:1]([O:3][N:4]=[C:5]([C:9]1[C:10](=[O:28])[CH2:11][CH:12]([C:16]2[C:17]([O:26][CH3:27])=[N:18][C:19]([S:24][CH3:25])=[N:20][C:21]=2[O:22][CH3:23])[CH2:13][C:14]=1[OH:15])[CH2:6][CH2:7][CH3:8])[CH3:2].Cl.[Cl:30][CH:31]=CCON>>[Cl:30][CH:31]=[CH:2][CH2:1][O:3][N:4]=[C:5]([C:9]1[C:10](=[O:28])[CH2:11][CH:12]([C:16]2[C:21]([O:22][CH3:23])=[N:20][C:19]([S:24][CH3:25])=[N:18][C:17]=2[O:26][CH3:27])[CH2:13][C:14]=1[OH:15])[CH2:6][CH2:7][CH3:8]

Participants

3

Reactant 2

HCID 158057Hydroxylamine, O-(3-chloro-2-propenyl)-, hydrochlorideHCID 1359993662-[1-(Ethoxyimino)butyl]-3-hydroxy-5-(4,6-dimethoxy-2-methylthio-5-pyrimidyl)cyclohex-2-en-1-one

Product 1

HCID 1359739592-[1-(3-Chloroallyloxyimino)butyl]-3-hydroxy-5-(4,6-dimethoxy-2-methylthio-5-pyrimidyl)cyclohex-2-en-1-one

Procedure

2-[1-(3-Chloroallyloxyimino)butyl]-3-hydroxy-5-(4,6-dimethoxy-2-methylthio-5-pyrimidyl)cyclohex-2-en-1-one (6) was prepared from 2-butyryl-3-hydroxy-5-[5-(4,6-dimethoxy-2-methylthiopyrimidyl]cyclohex-2-en-1-one (see Example 3) and 3-chloroallyloxyamine hydrochloride following essentially the same procedure as that described in Example 1, part (iv). The product was obtained as a nearly colourless oil and was characterized by nuclear resonance spectroscopy.

Workup

  1. customThe product was obtained as a nearly colourless oil

Sources & evidence

ORD record
ord-5b9680e2987e47fe9bf7a37d9e0987bb
Source dataset
uspto-grants-1987_04
Patent number
US04659362

Reaction notes

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