2-Amino-6-nitrobenzothiazole → HCID 23132495, compound

HRID 2108898Notes

Reaction equation

HRID 2108898 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.Cl[C:15]1[C:24]2[C:19](=[CH:20][C:21]([O:27][CH3:28])=[C:22]([O:25][CH3:26])[CH:23]=2)[N:18]=[CH:17][N:16]=1>>[CH3:26][O:25][C:22]1[CH:23]=[C:24]2[C:19](=[CH:20][C:21]=1[O:27][CH3:28])[N:18]=[CH:17][N:16]=[C:15]2[NH:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

3

Reactant 2

HCID 227042-Amino-6-nitrobenzothiazoleHCID 27693644-Chloro-6,7-dimethoxyquinazoline

Product 1

HCID 23132495HCID 23132495, compound

Procedure

(6,7-Dimethoxyquinazolin-4-yl)-(6-nitrobenzothiazol-2-yl)amine was prepared from 2-amino-6-nitrobenzothiazole (Sigma-Aldrich, 976 mg, 5 mmol) and 4-chloro-6,7-di-methoxyquinazoline (Fluorochem, 1.12 g, 5 mmol) according to GP 1. After filtration, the residue was washed thoroughly with dioxane, water and methanol. After drying in vacuo, crude (6,7-dimethoxy-quinazolin-4-yl)-(6-nitrobenzothiazol-2-yl)amine was obtained as an ochre solid (2.25 g) which was used without further purification. LC/ESI-MS: m/z=384 [M+H]+; m/z=382 [M−H]−; Rt=3.67 min.

Workup

  1. filtrationAfter filtration
  2. washthe residue was washed thoroughly with dioxane, water and methanol
  3. customAfter drying in vacuo

Sources & evidence

ORD record
ord-7de2320633254a0fba156ce9cdf703ef
Source dataset
uspto-grants-2009_04
Patent number
US07514460B2

Reaction notes

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