Phosphorus oxychloride → HCID 19994694, compound

HRID 2248893Notes

Reaction equation

HRID 2248893 reaction equation
P(Cl)(Cl)(Cl)=O.[C:6]([C:9]1[O:10][C:11]2[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=1)(=O)[NH2:7]>CN(C)C=O>[C:6]([C:9]1[O:10][C:11]2[C:17]([N+:18]([O-:20])=[O:19])=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=1)#[N:7]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 19994702HCID 19994702, compound

Product 1

HCID 19994694HCID 19994694, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

26.14 g (17.22 mmoles) of phosphorus oxychloride is added to 100 ml dimethylformamide at 0° C. and stirred at 0° C. for 15 minutes at room temperature for 30 minutes. 6.5 g (34.45 mmoles) 2-carbamyl-7-nitrobenzoxazole is added and the mixture stirred at room temperature overnight, then poured into ice water and is allowed to stand for 1 hour at room temperature. The resulting precipitate is filtered off, redissolved in ethyl acetate, decolorized with carbon, filtered and the filtrate concentrated in vacuo to give 2-cyano-7-nitro-benzoxazole.

Workup

  1. stirringthe mixture stirred at room temperature overnight
  2. waitto stand for 1 hour at room temperature
  3. filtrationThe resulting precipitate is filtered off
  4. dissolutionredissolved in ethyl acetate
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-d1d4a02123884e159d7efae7b15cc4e6
Source dataset
uspto-grants-1991_08
Patent number
US05041453

Reaction notes

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