N-Methylethylamine → HCID 21197856, compound

HRID 1066173Notes

Reaction equation

Cl[C:2]1[NH:7][C:6]2[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:5]=2[S:4](=[O:14])(=[O:13])[N:3]=1.[CH2:15]([NH:17][CH3:18])[CH3:16]>>[Cl:12][C:10]1[CH:9]=[CH:8][C:6]2[NH:7][C:2]([N:17]([CH2:15][CH3:16])[CH3:18])=[N:3][S:4](=[O:14])(=[O:13])[C:5]=2[CH:11]=1

Participants

Reactant 2

HCID 12219N-Methylethylamine

HCID 127001053,7-dichloro-2H-1,2,4-benzothiadiazine 1,1-dioxide

Product 1

HCID 21197856HCID 21197856, compound

Procedure

Starting from 3,7-dichloro-4H-1,2,4-benzothiadiazine 1,1-dioxide (753 mg; 3 mmol) and N-ethyl-N-methylamine (708 mg; 12 mmol) and with the use of same procedure as in example 21 650 mg (79%) of the title compound was prepared; m.p. >220° C.; 1H-NMR (DMSO-d6) ppm; 10.4 (s, 1H, NH), 7.69 (d, 1H, H-8), 7.61 (dd, 1H, H-6), 7.55 (d, 1H, H-5), 3.5 (q, 2H, CH2), 3.09 (s, 3H, CH3), 1.10 (t, 3H, CH3); 13C-NMR (DMSO-d6) ppm; 150.21, 134.69, 131.81, 127.27, 123.98, 121.42, 119.54, 44.2, 34.69, 11.91. Analysis C10H12ClN3O2S requires C, 43.88; H, 4.42; N, 15.35; (found C, 43.52; H 4.55; N, 15.30).

Sources & evidence

ORD record: ord-493e88c7ba4741daabfad8826b3234a9
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06242443B1

Reaction notes

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