Methylamine → N-(5-(4-Chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-yl)methyl-N-methylamine

HRID 747391Notes

Reaction equation

HRID 747391 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][S:9](Cl)(=[O:11])=[O:10])=[CH:4][CH:3]=1.[CH3:13][C:14]([NH2:18])([C:16]#[CH:17])[CH3:15].[CH2:19]([NH2:21])C.CN>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9](=[O:11])(=[O:10])[NH:18][C:14]([CH3:15])([CH3:13])[C:16]=2[CH2:17][NH:21][CH3:19])=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 6329MethylamineHCID 6341EthylamineHCID 763193-Butyn-2-amine, 2-methyl-HCID 227304(4-Chlorophenyl)methanesulfonyl chloride

Product 1

HCID 17973783N-(5-(4-Chlorophenyl)-3,3-dimethyl-1,1-dioxo-2,3-dihydroisothiazol-4-yl)methyl-N-methylamine

Procedure

The title compound was prepared from (4-chlorophenyl)methanesulfonyl chloride and 1,1-dimethylpropargylamine according to the procedure described for Intermediate 4 replacing ethylamine by methylamine in the last step. 1H-NMR (DMSO-d6) δ 7.72 (bs, 1 H), 7.53 (m, 4H), 3.33 (s, 2 H), 2.16 (s, 3 H), 1.45 (s, 6 H).

Sources & evidence

ORD record
ord-838454c507bb490a94cb7a1fef6d9629
Source dataset
uspto-grants-2008_07
Patent number
US07396846B2

Reaction notes

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