Thionyl Chloride → HCID 86740840, compound

HRID 1981962Notes

Reaction equation

[OH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1C(=NO)C.S(Cl)(Cl)=O.C(C1C(O)=CC(O)=[C:29]([C:31](=[N:33]O)C)C=1)(C)(C)C.P(Cl)(Cl)(Cl)=[O:38]>>[CH3:29][C:31]1([OH:38])[NH:33][C:7]2[CH:6]=[C:5]([OH:8])[C:4]([C:9]([CH3:10])([CH3:11])[CH3:12])=[CH:3][C:2]=2[O:1]1

Participants

Reactant 4

HCID 24386Thionyl Chloride

HCID 24813Phosphorus oxychloride

HCID 136332145HCID 136332145, compound

HCID 136332146HCID 136332146, compound

Product 1

HCID 86740840HCID 86740840, compoundYield 83%

Procedure

In the same manner as described in Example 1 except that 2',5'-dihydroxy-6'-t-butylacetophenone oxime and thionyl chloride were used instead of 5'-t-butyl-2',4'-dihydroxyacetophenone oxime and phosphorus oxychloride, respectively, the desired 2-methyl-5-hydroxy-6-t-butylbenzoxazolol was obtained. Yield 83% (light brown needles), Melting Point 203° to 205° C.

Sources & evidence

ORD record: ord-504925b095af47669a6f225460fdb3e5
Source dataset: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04594426

Reaction notes

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