Phosphorus oxide (P4O10) → 2-Cyano-4'-methylbiphenyl

HRID 2228861Notes

Reaction equation

HRID 2228861 reaction equation
CCCCCCCCCCCCCCCCCCSC1SC(=C2S[C:27]3[CH:29]=[C:30]([C:33]4[N:37]([O-])C(C)(C)C(C)(C)[N+]=4[O-])[CH:31]=[CH:32][C:26]=3S2)SC=1SCCCCCCCCCCCCCCCCCC.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O1CCCC1.O.NOS(O)(=O)=O.O1CCCC1>[C:30]1([CH3:33])[CH:31]=[CH:32][C:26]([C:29]2[CH:27]=[CH:26][CH:32]=[CH:31][C:30]=2[C:33]#[N:37])=[CH:27][CH:29]=1

Participants

6

Reactant 2

HCID 14812Phosphorus oxide (P4O10)HCID 101755686HCID 101755686, compound

Product 1

HCID 1455122-Cyano-4'-methylbiphenyl

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 76284hydroxylamine-O-sulfonic acidSolventHCID 21881883Oxolane--water (1/1)Solvent

Procedure

1 molar equivalent of o-(p-tolyl)-N-cyclohexylbenzaldimine is dissolved in a 1/1 mixture of tetrahydrofuran/water and X molar equivalents of aminohydroxysulphonic acid are added. This mixture is maintained at a temperature T for 1 hour, which gives a mixture of OTBO/OTBN. This mixture is diluted in tetrahydrofuran, 10 molar equivalents of phosphorus pentoxide are then added and the mixture is allowed to react for a further 1 hour at room temperature.

Workup

  1. additionare added
  2. temperatureThis mixture is maintained at a temperature T for 1 hour
  3. customwhich gives
  4. customto react for a further 1 hour at room temperature

Sources & evidence

ORD record
ord-f75445cb33594c72afd7e70f7da47417
Source dataset
uspto-grants-2002_07
Patent number
US06417400B1

Reaction notes

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