4-Methyl-2-hexanamine → HCID 178443974, compound

HRID 1066117Notes

Reaction equation

HRID 1066117 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.[CH3:15][CH:16]([NH2:22])[CH2:17][CH:18]([CH3:21])[CH2:19][CH3:20]>>[Cl:12][C:10]1[CH:9]=[CH:8][C:6]2[NH:7][C:2]([NH:22][CH:16]([CH3:15])[CH2:17][CH:18]([CH3:21])[CH2:19][CH3:20])=[N:3][S:4](=[O:14])(=[O:13])[C:5]=2[CH:11]=1

Participants

3

Reactant 2

HCID 77534-Methyl-2-hexanamineHCID 127001053,7-dichloro-2H-1,2,4-benzothiadiazine 1,1-dioxide

Product 1

HCID 178443974HCID 178443974, compound

Procedure

Starting from 3,7-dichloro-4H-1,2,4-benzothiadiazine 1,1-dioxide (500 mg; 1.99 mmol) and 1,3-dimethylpentylamine (1 g; 8.68 mmol) and with the use of same procedure as in example 21 230 mg (35.1%) of the title compound was prepared; m.p. >220° C.; 1H-NMR (DMSO-d6) ppm; 10.41 (s, 1H, NH), 7.68 (d, 1H, H-8), 7.60 (dd, 1H, H-5), 7.2 (d, 1H, H-7), 7.0 (br, 1H, NH), 3.95 (m, 1H, CH), 1.5 (m, 8H), 0.9 (m, 6H, 2×CH3); MS:EI/70eV: 329 (M+), 301, 258, 231, 190, 126, 69, 44. Analysis: C14H20ClN3O2S requires C, 50.98; H, 6.11; N, 12.74; (found C, 51.23; H, 6.42; N, 12.53).

Sources & evidence

ORD record
ord-9bba5f911e74407cbc2268376ba38a68
Source dataset
uspto-grants-2001_06
Patent number
US06242443B1

Reaction notes

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