Dimethylformamide → HCID 23287581, compound

HRID 367196Notes

Reaction equation

HRID 367196 reaction equation
[Cl:1][C:2]1[N:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([NH:6][C:7]([NH:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[S:8])=[O:5].CN(C=O)C>C1COCC1>[ClH:1].[N:12]1[CH:13]=[CH:14][CH:15]=[C:10]([NH:9][C:7]2[S:8][C:2]3[N:19]=[CH:18][CH:17]=[CH:16][C:3]=3[C:4](=[O:5])[N:6]=2)[CH:11]=1

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 23287754HCID 23287754, compound

Product 1

HCID 23287581HCID 23287581, compoundYield 68.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 1.104 g (3.77 mmol) of 1-(2-chloronicotinoyl)-3-(3-pyridyl)thiourea and 10 ml of DMF was heated over a 140° C. oil bath. The mixture was stirred for 1 hour. The reaction mixture was allowed to cool, and then diluted with THF. The resulting crystal was collected by filtration, washed with THF, and then dried under reduced pressure to obtain to obtain 759 mg of 2-(3-pyridylamino)-4H-pyrido[3,2-e]-1,3-thiazin-4-one hydrochloride.

Workup

  1. temperatureto cool
  2. filtrationThe resulting crystal was collected by filtration
  3. washwashed with THF
  4. customdried under reduced pressure
  5. customto obtain

Sources & evidence

ORD record
ord-f14bb0dbb3be4181973db70c5468dffc
Source dataset
uspto-grants-2000_10
Patent number
US06133258

Reaction notes

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