6-Chloropurine → N-[5-(Purin-6-ylamino)benzothiazol-2-yl]benzamide

HRID 2102825Notes

Reaction equation

HRID 2102825 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([NH:10][C:11](=[O:18])[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:7][C:6]=2[CH:19]=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:3]=[CH:4][C:5]3[S:9][C:8]([NH:10][C:11](=[O:18])[C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)=[N:7][C:6]=3[CH:19]=2)=[C:22]2[C:26]([N:25]=[CH:24][NH:23]2)=[N:27][CH:28]=1

Participants

4

Reactant 2

HCID 53592776-ChloropurineHCID 23132485N-(5-aminobenzothiazol-2-yl)benzamide

Product 1

HCID 23132488N-[5-(Purin-6-ylamino)benzothiazol-2-yl]benzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

N-[5-(Purin-6-ylamino)benzothiazol-2-yl]benzamide was prepared by heating a mixture of N-(5-aminobenzothiazol-2-yl)benzamide (IM 5, 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 (68 mg, 0.174 mmol, 94%). LC/ESI-MS: m/z=388 [M+H]+; m/z=386 [M−H]−; Rt=3.13 min.

Workup

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

Sources & evidence

ORD record
ord-df71f9e9c5e841dd8ea5d7a15bfd9120
Source dataset
uspto-grants-2009_08
Patent number
US07576090B2

Reaction notes

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