Triethylamine → HCID 21197810, compound

HRID 1066107Notes

Reaction equation

HRID 1066107 reaction equation
Cl.[CH2:2]([O:9][NH2:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.Cl[C:19]1[NH:24][C:23]2[CH:25]=[CH:26][C:27]([Cl:29])=[CH:28][C:22]=2[S:21](=[O:31])(=[O:30])[N:20]=1>C(O)C>[CH2:2]([O:9][NH:10][C:19]1[NH:24][C:23]2[CH:25]=[CH:26][C:27]([Cl:29])=[CH:28][C:22]=2[S:21](=[O:30])(=[O:31])[N:20]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 102312Benzyloxyamine hydrochlorideHCID 127001053,7-dichloro-2H-1,2,4-benzothiadiazine 1,1-dioxide

Product 1

HCID 21197810HCID 21197810, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of O-benzylhydroxylamine hydrochloride (500 mg) and triethylamine (200 mg) in ethanol (10 ml) was added 3,7-dichloro-4H-1,2,4-benzothiadiazine 1,1-dioxide (500 mg). The mixture was stirred for 3 h and concentrated in vacuo. The crude product was taken up in hot ethyl acetate (50 ml) and cooled to room temperature and the precipitate was collected by filtration to give the title compound (200 mg, 59%); m.p. >220° C.; 1H-NMR (DMSO-d6) ppm; 11.2 (br s, 1H, NH), 7.7-7.35 (m, 9H, arom. and NH), 4.49 (s, 2H, CH2). Analysis: C14H12ClN3O3S requires C, 49.78; H, 3.58; N, 12.44; (found C, 49.49; H, 3.80; N, 12.09).

Workup

  1. concentrationconcentrated in vacuo
  2. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-1962b9d53b6449ec815bcceb96d90d9d
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

Loading…