Triethylamine → HCID 20161793, compound

HRID 247163Notes

Reaction equation

HRID 247163 reaction equation
[Cl:1][C:2]1[C:3](C)=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].ClC(Cl)(Cl)C(O[C:19]1[C:24]([Cl:25])=[C:23]([Cl:26])[C:22]([Cl:27])=[C:21]([Cl:28])[C:20]=1[Cl:29])=O.[CH2:32]([N:34](CC)CC)C>CN(C)C=O>[Cl:1][C:2]1[C:3]([NH:34][CH3:32])=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([O:9][C:19]1[C:24]([Cl:25])=[C:23]([Cl:26])[C:22]([Cl:27])=[C:21]([Cl:28])[C:20]=1[Cl:29])=[O:8]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 123175Phenol, pentachloro-, trichloroacetateHCID 186873865-Chloro-2-methoxy-4-methylbenzoic acid

Product 1

HCID 20161793HCID 20161793, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

5-chloro-2-methoxy-4-methyl benzoic acid (2 g., 0.0093 mol) in dimethylformamide (50 ml) was treated with pentachlorophenyl trichloroacetate (4.5 g., 0.11 mol) and triethylamine (1.5 ml). The mixture was stirred at room temperature for one hour. The dimethylformamide was stripped off in vacuo, and the residue recrystallised from acetone/petroleum to give pentachlorophenyl 5-chloro-2-methoxy-4-methylaminobenzoate, m.pt 217°-219° C.

Workup

  1. customthe residue recrystallised from acetone/petroleum

Sources & evidence

ORD record
ord-587ab7c139cf490a824914ea9a01722d
Source dataset
uspto-grants-1987_11
Patent number
US04705858

Reaction notes

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