Methane → HCID 19375965, compound

HRID 1656412Notes

Reaction equation

HRID 1656412 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([C:14]#[N:15])[S:12][CH:13]=2)=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1.O.C>CO>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[N:10]=[C:11]([C:14]#[N:15])[S:12][CH:13]=2)=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 297MethaneHCID 962WaterHCID 10176127Pyridinium chlorideHCID 193759854-(4-Methoxyphenyl)-2-thiazolecarbonitrile

Product 1

HCID 19375965HCID 19375965, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
225 °C

Procedure

A mixture of 4-(4-methoxyphenyl)-thiazole-2-carbonitrile (14.9 g) and pyridine hydrochloride (44.7 g) was heated at 225° C. for 1 h, then cooled and added to water (300 ml). The suspension was filtered and dried under vacuum at 50° C., to give a solid which was dissolved in methanol, treated with charcoal, filtered and recrystallised from methanol-water to give 4-(4-hydroxyphenyl)-thiazole-2-carbonitrile (9.2 g); m.p. 186°-197 ° C.

Workup

  1. temperaturecooled
  2. filtrationThe suspension was filtered
  3. customdried under vacuum at 50° C.
  4. customto give a solid which
  5. filtrationfiltered
  6. customrecrystallised from methanol-water

Sources & evidence

ORD record
ord-e5f9c989ff134dda9ec8b5e5a3752f0d
Source dataset
uspto-grants-1993_10
Patent number
US05254575

Reaction notes

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