Hydroxylamine → HCID 11230046, compound

HRID 851936Notes

Reaction equation

HRID 851936 reaction equation
[O:1]=[C:2]1[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[CH2:5][CH2:4][CH:3]1[CH2:13][C:14]([OH:16])=O.C(C(Cl)=O)C.[NH2:22][OH:23]>>[OH:23][NH:22][C:14](=[O:16])[CH2:13][CH:3]1[C:2](=[O:1])[NH:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[CH2:5][CH2:4]1

Participants

4

Reactant 3

HCID 787HydroxylamineHCID 62324Propionyl chlorideHCID 69007001HCID 69007001, compound

Product 1

HCID 11230046HCID 11230046, compound

Procedure

The (2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)-acetic acid is treated with EtCOCl and freshly prepared NH2OH by following a similar procedure described in example 1 to provide the title compound N-hydroxy-2-(2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl)-acetamide which is purified by preparative LC/MS. 1H NMR (400 MHz, MeOD) δ 7.28 (m, 2H), 7.17(dt, 1H, J=1.2 Hz, J=8.0 Hz), 7.04 (dd, 1H, J=1.2 Hz, J 8.0 Hz), 2.90 (m, 2H), 2.72 (m, 1H), 2.55 (m, 1H), 2.28 (m, 1H), 2.15 (m, 1H), 1.97 (m, 1H). MS: (ES+): 235.3 [M+1].

Sources & evidence

ORD record
ord-ce66c17465294af1862992d9960b72b3
Source dataset
uspto-grants-2007_08
Patent number
US07253164B2

Reaction notes

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