Nitric Acid → HCID 20380612, compound

HRID 1448646Notes

Reaction equation

HRID 1448646 reaction equation
[N+]([O-])(O)=O.S(=O)(=O)(O)O.ClC1C=C(C(O)=O)C(C)=CC=1.[Cl:21][C:22]1[C:23]([N+:35]([O-:37])=[O:36])=[C:24]([C:32](O)=O)[C:25]([CH3:31])=[CH:26][C:27]=1[N+:28]([O-:30])=[O:29].B#B.ClC1C([N+]([O-])=O)=CC(CO)=CC=1[N+]([O-])=O.P(Br)(Br)[Br:56]>>[Br:56][CH2:32][C:24]1[C:25]([CH3:31])=[CH:26][C:27]([N+:28]([O-:30])=[O:29])=[C:22]([Cl:21])[C:23]=1[N+:35]([O-:37])=[O:36]

Participants

8

Reactant 7

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 24614Phosphorus tribromideHCID 820095-Chloro-2-methylbenzoic acidHCID 6328200DiboronHCID 53972921HCID 53972921, compoundHCID 57116083HCID 57116083, compound

Product 1

HCID 20380612HCID 20380612, compound

Procedure

The process for preparing the compound according to claim 1 which comprises: reacting a mixture of concentrated nitric acid and sulfuric acid with 4-chloro-o-toluic acid at a temperature from about 40° C. to about 60° C., reducing resultant 4-chloro-3,5-dinitro-o-toluic acid with diborane, treating resultant 4-chloro-3,5-dinitro-benzyl alcohol with phosphorus tribromide to obtain α'-bromo-4-chloro-3,5-dinitro-o-xylene, reacting the latter with an aliphatic alcohol, and recovering the resultant desired compound.

Workup

  1. customThe process for preparing the compound

Sources & evidence

ORD record
ord-83c75d41a74f43048ba95f7581cb7771
Source dataset
uspto-grants-1979_12
Patent number
US04180679

Reaction notes

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