Acetonitrile → 2-Methyl-1,3-benzoxazol-6-ol

HRID 1271822Notes

Reaction equation

HRID 1271822 reaction equation
ON=C[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:5]=1[OH:11].P(Cl)(Cl)(Cl)=O.[C:17](#[N:19])[CH3:18]>>[CH3:18][C:17]1[O:11][C:5]2[CH:6]=[C:7]([OH:10])[CH:8]=[CH:9][C:4]=2[N:19]=1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 24813Phosphorus oxychlorideHCID 94842Benzaldehyde, 2,4-dihydroxy-, oxime

Product 1

HCID 6765042-Methyl-1,3-benzoxazol-6-ol

Procedure

As depicted in Scheme 2 the known compound, for example 4-((hydroxyimino)methyl)benzene-1,3-diol (B), was cyclized with phosphorus oxychloride in acetonitrile, affording the corresponding 2-methylbenzoxazol-6-ol (B1).

Sources & evidence

ORD record
ord-a2d6f6d9121943f7b51d18eeeb310704
Source dataset
uspto-grants-2007_04
Patent number
US07208450B2

Reaction notes

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