Ammonium Acetate → N-[2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-3-imino-butyramide

HRID 2382702Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]3[CH:18]=[CH:19][CH:20]=[CH:21][C:12]2=3)(=[O:10])=[O:9])=[CH:4][C:3]=1[NH:22][C:23](=[O:28])[CH2:24][C:25](=O)[CH3:26].C([O-])(=O)C.[NH4+:33]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]3[CH:18]=[CH:19][CH:20]=[CH:21][C:12]2=3)(=[O:10])=[O:9])=[CH:4][C:3]=1[NH:22][C:23](=[O:28])[CH2:24][C:25](=[NH:33])[CH3:26]

Participants

Conditions

Temperature: 65 °C

Procedure

To N-[2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-3-oxo-butyramide (0.42 g, 1 mmol) in dry ethanol (4 mL) was added ammonium acetate (0.37 g, 3 mmol). The mixture was heated at 65° C. under stirring for 16 hrs. The filtration of the reaction mixture afforded N-[2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-3-imino-butyramide as white solid (0.24 g).

Workup

filtrationThe filtration of the reaction mixture

Sources & evidence

ORD record: ord-f3d82be33d8b40238e7c878561554e15
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08263588B2

Reaction notes

Loading…