2-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazoline → 3-Ethoxy-4-[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-piperazin-1-yl]-1,2,5-thiadiazole-1-oxide

HRID 483081Notes

Reaction equation

HRID 483081 reaction equation
C(O[C:4]1[C:8]([O:9][CH2:10][CH3:11])=[N:7][S:6](=[O:12])[N:5]=1)C.[NH2:13][C:14]1[C:23]2[C:18](=[CH:19][C:20]([O:26][CH3:27])=[C:21]([O:24][CH3:25])[CH:22]=2)[N:17]=[C:16]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[N:15]=1>O1CCCC1.CO>[CH2:10]([O:9][C:8]1[C:4]([N:31]2[CH2:32][CH2:33][N:28]([C:16]3[N:15]=[C:14]([NH2:13])[C:23]4[C:18](=[CH:19][C:20]([O:26][CH3:27])=[C:21]([O:24][CH3:25])[CH:22]=4)[N:17]=3)[CH2:29][CH2:30]2)=[N:5][S:6](=[O:12])[N:7]=1)[CH3:11]

Participants

5

Reactant 2

HCID 6162672-(1-Piperazinyl)-4-amino-6,7-dimethoxyquinazolineHCID 12927269Diethoxy-1,2,5-thiadiazol-1-one

Product 1

HCID 159615473-Ethoxy-4-[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)-piperazin-1-yl]-1,2,5-thiadiazole-1-oxide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

1.9 g (10 mMoles) of 3,4-diethoxy-1,2,5-thiadiazole-1-oxide are added to 2.9 g (10 mMoles) of 4-amino-6,7-dimethoxy-2-piperazinoquinazoline dissolved in 50 ml of tetrahydrofuran and 10 ml of methanol, followed by stirring for 5 hours at room temperature. The solid accumulating is separated off and recrystallized from 15 ml of dimethyl formamide and 10 ml of ethanol.

Workup

  1. customThe solid accumulating is separated off
  2. customrecrystallized from 15 ml of dimethyl formamide and 10 ml of ethanol

Sources & evidence

ORD record
ord-1a27cb976a60470794eb13335418ee7a
Source dataset
uspto-grants-1986_03
Patent number
US04578389

Reaction notes

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