Phenylimidocarbonyl chloride → 4-Phenylimino-[1,3,5]triazino[2,1-b][1,3]benzothiazol-2-amine

HRID 615440Notes

Reaction equation

HRID 615440 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([N:7]=[C:8](Cl)Cl)=[CH:3][CH:2]=1.[S:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[N:20]=[C:21]([NH2:23])[NH2:22].C(N(C(C)C)CC)(C)C>O1CCCC1>[NH2:23][C:21]1[N:20]=[C:12]2[N:13]([C:8](=[N:7][C:4]3[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=3)[N:22]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:11]2

Participants

5

Reactant 3

HCID 12145Phenylimidocarbonyl chlorideHCID 174152-GuanidinobenzothiazoleHCID 81531Diisopropylethylamine

Product 1

HCID 7093944-Phenylimino-[1,3,5]triazino[2,1-b][1,3]benzothiazol-2-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Phenyl isocyanide dichloride (0.18 g) in dry tetrahydrofuran (5 ml) was added to a stirred solution of 2-benzothiazolylguanidine (0.2 g) and diisopropylethylamine (0.27 g) in dry tetrahydrofuran (10 ml). The mixture was refluxed for sixteen days and on cooling the title compound was obtained as a white crystalline solid (23 mg) mp>250°.

Workup

  1. temperatureThe mixture was refluxed for sixteen days

Sources & evidence

ORD record
ord-0ec675873a8c4c589db471e84def1905
Source dataset
uspto-grants-1985_02
Patent number
US04499269

Reaction notes

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