[2-[(3-Amino-2-pyridinyl)amino]phenyl](3-thienyl)methanone → 6-(3-thienyl)11H-pyrido[2,3-b][1,4]benzodiazepine

HRID 543631Notes

Reaction equation

HRID 543631 reaction equation
[NH2:1][C:2]1[C:3]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]([C:17]2[CH:21]=[CH:20][S:19][CH:18]=2)=O)=[N:4][CH:5]=[CH:6][CH:7]=1>C1(C)C=CC(S(O)(=O)=O)=CC=1>[S:19]1[CH:20]=[CH:21][C:17]([C:15]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[NH:8][C:3]3[N:4]=[CH:5][CH:6]=[CH:7][C:2]=3[N:1]=2)=[CH:18]1

Participants

3

Reactant 1

HCID 20200359[2-[(3-Amino-2-pyridinyl)amino]phenyl](3-thienyl)methanone

Product 1

HCID 1356263706-(3-thienyl)11H-pyrido[2,3-b][1,4]benzodiazepine

Reagents, catalysts & solvents 1

HCID 6101p-Toluenesulfonic acidCatalyst

Procedure

Following the procedure of Example 20, [2-[(3-amino-2-pyridinyl)amino]phenyl](3-thienyl)methanone is heated with para toluene sulfonic acid catalyst in organic solvent while removing water in a Dean-Stark trap to give the title compound.

Workup

  1. customwhile removing water in a Dean-Stark trap

Sources & evidence

ORD record
ord-d8a5b4d996c6455eb442296ba2b489d9
Source dataset
uspto-grants-1984_05
Patent number
US04447361

Reaction notes

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