2-Amino-5-nitropyridine → 1,1-Bis(phenylsulphonyl)-2-(5-nitropyrid-2-ylamino)ethene

HRID 1905644Notes

Reaction equation

HRID 1905644 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[C:11]1([S:17]([C:20]([S:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)(=[O:27])=[O:26])=[CH:21]OCC)(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:11]1([S:17]([C:20]([S:25]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)(=[O:27])=[O:26])=[CH:21][NH:1][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)(=[O:18])=[O:19])[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 778882-Amino-5-nitropyridineHCID 124009381,1-Bis(phenylsulphonyl)-2-ethoxyethene

Product 1

HCID 155913871,1-Bis(phenylsulphonyl)-2-(5-nitropyrid-2-ylamino)etheneYield 73.8%

Procedure

An intimate mixture of 2-amino-5-nitropyridine (19.0 g) and 1,1-bis(phenylsulphonyl)-2-ethoxyethene (30 g) was heated at 180°-190° C. for 1 hour. After cooling, the solid cake was pulverised and recrystallised from a mixture of methyl ethyl ketone and methanol, to give 1,1-bis(phenylsulphonyl)-2-(5-nitropyrid-2-ylamino)ethene (28 g) m.p. 229°-231° C.

Workup

  1. temperaturewas heated at 180°-190° C. for 1 hour
  2. temperatureAfter cooling
  3. customrecrystallised from a mixture of methyl ethyl ketone and methanol

Sources & evidence

ORD record
ord-07404d697f434073accb29a66724e7b8
Source dataset
uspto-grants-1987_03
Patent number
US04647569

Reaction notes

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