2-Amino-6-methoxybenzothiazole → 2-Amino-8-methoxy-4-phenylimino-4H-1,3,5-triazino[2,1-b]benzothiazole

HRID 615438Notes

Reaction equation

HRID 615438 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[Na].[C:14]([NH:16][C:17]([NH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=S)#[N:15]>O1CCCC1>[NH2:15][C:14]1[N:1]=[C:2]2[N:6]([C:17](=[N:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:16]=1)[C:5]1[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[CH:10][C:4]=1[S:3]2

Participants

5

Reactant 3

HCID 156302-Amino-6-methoxybenzothiazoleHCID 4711553N-cyano-N'-phenylthioureaHCID 5360545Sodium

Product 1

HCID 204283092-Amino-8-methoxy-4-phenylimino-4H-1,3,5-triazino[2,1-b]benzothiazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-amino-6-methoxy benzothiazole (9.0 g) in dry tetrahydrofuran was treated with the sodium salt of N-cyano-N'-phenyl thiourea (5.0 g) and finely powdered mercuric chloride (6.75 g) and the mixture stirred at room temperature for 24 hours.

Sources & evidence

ORD record
ord-604560bd07cc4844817e35ccd6d85299
Source dataset
uspto-grants-1985_02
Patent number
US04499269

Reaction notes

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