O-Methylhydroxylamine hydrochloride → HCID 136377658, compound

HRID 2308266Notes

Reaction equation

HRID 2308266 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH3:13])=[C:11]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[S:10][C:9]=2[CH:21]=O)=[CH:4][CH:3]=1.Cl.[O:24]([NH2:26])[CH3:25]>>[CH3:25][O:24][N:26]=[CH:21][C:9]1[S:10][C:11]([C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=2)=[C:12]([CH3:13])[C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 9972678HCID 9972678, compound

Product 1

HCID 136377658HCID 136377658, compoundYield 62.1%

Procedure

Starting from 3,5-bis(4-hydroxyphenyl)-4-methylthiophene-2-carbaldehyde (0.86 g, 2.8 mmol) in place of 3-(3-methoxyphenyl)-5-(4-methoxyphenyl)-4-methylthiophene-2-carbaldehyde and methoxylamine hydrochloride (0.25 g, 3.0 mmol) in place of hydroxylamine hydrochloride, the title compound (0.59 g, 62%, m.p. 219-25° C.) was synthesized in essentially the same manner as described in Example 16, Step 1. Contains 6% E form as determined by NOE.

Sources & evidence

ORD record
ord-678240a94d80410ab6364a8e3187c30c
Source dataset
uspto-grants-2004_12
Patent number
US06835745B2

Reaction notes

Loading…