Hydroxyamine hydrochloride → HCID 86749902, compound

HRID 864321Notes

Reaction equation

HRID 864321 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=O)[C:11]([O:13][CH3:14])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Cl.[NH2:17][OH:18]>N1C=CC=CC=1.O>[N+:1]([C:4]1[CH:5]=[C:6](/[C:10](=[N:17]\[OH:18])/[C:11]([O:13][CH3:14])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[N+:1]([C:4]1[CH:5]=[C:6](/[C:10](=[N:17]/[OH:18])/[C:11]([O:13][CH3:14])=[O:12])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

6

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 11735940HCID 11735940, compound

Product 2

HCID 86749902HCID 86749902, compoundHCID 86749903HCID 86749903, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

Methyl (E)-3-nitro-alpha-hydroxyiminophenylacetate can be obtained as in Example 9 for the preparation of ethyl (E)-3-nitro-alpha-hydroxyiminophenylacetate, but starting from 15 g of methyl 3-nitrophenylglyoxylate and 10 g of hydroxylamine hydrochloride in a mixture of 250 cm3 of pyridine and 30 cm3 of water, for 30 minutes at 70° C. After treatment, 3.4 g of methyl (E)-3-nitro-alpha-hydroxyiminophenylacetate melting at 140° C. and 6.1 g of methyl (Z)-3-nitro-alpha-hydroxyiminophenylacetate melting at 190° C. are obtained.

Sources & evidence

ORD record
ord-6f7b00d6f9c540719b0679d4d66a94b6
Source dataset
uspto-grants-1996_10
Patent number
US05563136

Reaction notes

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