Thionyl Chloride → HCID 89619537, compound

HRID 2274739Notes

Reaction equation

HRID 2274739 reaction equation
[OH:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].S(Cl)([Cl:18])=O>O1CCOCC1>[OH:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][C:5]([C:6]([Cl:18])=[O:7])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 155279394-Hydroxy-3-methoxy-5-nitrobenzoic acid

Product 1

HCID 89619537HCID 89619537, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of compound of Example 1a (1.0 eq) in dioxane (approx 4.5 vol) was treated with thionyl chloride (1.5 eq) and heated to 80° C. A clear solution formed at approximately 75° C. The mixture was stirred for 3 hours at 80° C. Unreacted thionyl chloride was distilled off and after distillation the residue was cooled to 10° C.

Workup

  1. customA clear solution formed at approximately 75° C
  2. distillationwas distilled off
  3. distillationafter distillation the residue
  4. temperaturewas cooled to 10° C.

Sources & evidence

ORD record
ord-e53b765c64ce4bb39568f77c0a79b5b1
Source dataset
uspto-grants-2015_09
Patent number
US09126988B2

Reaction notes

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