Phenyl isocyanate → 4-[[(Dimethylamino)methylene]amino]-3-pyridinol phenylcarbamate

HRID 362201

Reaction equation

HRID 362201 reaction equation
[CH3:1][N:2]([CH:4]=[N:5][C:6]1[CH:11]=[CH:10][N:9]=[CH:8][C:7]=1[OH:12])[CH3:3].[C:13]1([N:19]=[C:20]=[O:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O1CCCC1>[C:13]1([NH:19][C:20]([O:12][C:7]2[CH:8]=[N:9][CH:10]=[CH:11][C:6]=2[N:5]=[CH:4][N:2]([CH3:1])[CH3:3])=[O:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 153809294-[[(Dimethylamino)methylene]amino]-3-pyridinol

Product 1

HCID 677490644-[[(Dimethylamino)methylene]amino]-3-pyridinol phenylcarbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a warm solution of 4-[[(dimethylamino)methylene]amino]-3-pyridinol (3.0 g) in dry tetrahydrofuran (60 mL) was added phenyl isocyanate (2.05 mL). The reaction mixture was stirred at room temperature for 1.5 hours and filtered. The solid was washed with dry diethyl ether, air dried, and dried under high vacuum and refluxing ethanol for 4 hours to yield 4.19 g of solid, m.p. 151 ° C.

Workup

  1. filtrationfiltered
  2. washThe solid was washed with dry diethyl ether, air
  3. customdried
  4. customdried under high vacuum
  5. temperaturerefluxing ethanol for 4 hours

Sources & evidence

ORD record
ord-2c7564d3d25c4a82915d24aac38583c6
Source dataset
uspto-grants-1999_02
Patent number
US05869480

Linked notes

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