Dimethylamine → 3-{2-[(2-Dimethylaminomethyl-4-thiazolyl)methylthio]ethylamino}-4-dimethylamino-1,2,5-thiadiazole 1-oxide

HRID 1758658Notes

Reaction equation

HRID 1758658 reaction equation
CO[C:3]1[C:7](OC)=[N:6][S:5](=[O:10])[N:4]=1.[CH3:11][N:12]([CH2:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][S:21][CH2:22][CH2:23][NH2:24])[N:19]=1)[CH3:13].[CH3:25][N:26](C)[CH2:27]CC1SC=C(CSCCNC2C(OC)=NS(=O)N=2)N=1.CNC>>[CH3:13][N:12]([CH2:14][C:15]1[S:16][CH:17]=[C:18]([CH2:20][S:21][CH2:22][CH2:23][NH:24][C:3]2[C:7]([N:26]([CH3:27])[CH3:25])=[N:6][S:5](=[O:10])[N:4]=2)[N:19]=1)[CH3:11]

Participants

5

Procedure

When a solution of 3,4-dimethoxy-1,2,5-thiadiazole 1-oxide [prepared in Example 4, Step A] is reacted with one equivalent of 2-[(2-dimethylaminomethyl-4-thiazolyl)methylthio]ethylamine [prepared in Example 33, Step E] and the resultant 3-{2-[(2-dimethylaminoethyl-4-thiazolyl)methylthio]ethylamino}-4-methoxy-1,2,5-thiadiazole 1-oxide is treated with an excess of dimethylamine according to the procedure described in Example 28, the title compound is thereby produced.

Sources & evidence

ORD record
ord-4f55a661389d4390af058140b13cc17a
Source dataset
uspto-grants-1983_02
Patent number
US04374248

Reaction notes

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