N-(6-amino-1,3-benzothiazol-2-yl)benzamide → N-[6-(Purin-6-ylamino)benzothiazol-2-yl]benzamide

HRID 2102822Notes

Reaction equation

HRID 2102822 reaction equation
[NH2:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]=[C:7]([NH:9][C:10](=[O:17])[C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[S:8][C:4]=2[CH:3]=1.Cl[C:21]1[N:29]=[CH:28][N:27]=[C:26]2[C:22]=1[NH:23][CH:24]=[N:25]2>C(O)C>[N:29]1[C:21]([NH:1][C:2]2[CH:19]=[CH:18][C:5]3[N:6]=[C:7]([NH:9][C:10](=[O:17])[C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[S:8][C:4]=3[CH:3]=2)=[C:22]2[C:26]([N:25]=[CH:24][NH:23]2)=[N:27][CH:28]=1

Participants

4

Reactant 2

HCID 810331N-(6-amino-1,3-benzothiazol-2-yl)benzamideHCID 53592776-Chloropurine

Product 1

HCID 23132486N-[6-(Purin-6-ylamino)benzothiazol-2-yl]benzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

N-[6-(Purin-6-ylamino)benzothiazol-2-yl]benzamide was prepared by heating a mixture of N-(6-aminobenzothiazol-2-yl)benzamide (IM 2, 50 mg, 0.186 mmol) and 6-chloropurine (29 mg, 0.186 mmol) in ethanol (3 ml) to 80° C. for 4 h. The resulting precipitate was separated by filtration and washed with ethanol (69 mg, 0.178 mmol, 96%). LC/ESI-MS: m/z 388 [M+H]+; m/z=386 [M−H]−; Rt=3.07 min.

Workup

  1. temperatureby heating
  2. customThe resulting precipitate was separated by filtration

Sources & evidence

ORD record
ord-12504510e94a4259b7c77e7e1b9fe7be
Source dataset
uspto-grants-2009_08
Patent number
US07576090B2

Reaction notes

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