2-Amino-5-methylbenzoic acid → HCID 70446926, compound

HRID 652708Notes

Reaction equation

HRID 652708 reaction equation
[Cl-].[Zn+2:2].[Cl-].[CH3:4][C:5]1[CH:13]=[C:9]([C:10]([OH:12])=[O:11])[C:8]([NH2:14])=[CH:7][CH:6]=1>C(O)CO.O>[Zn:2].[CH3:4][C:5]1[CH:13]=[C:9]([C:10]([OH:12])=[O:11])[C:8]([NH2:14])=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 762552-Amino-5-methylbenzoic acidHCID 3007855Zincchloride

Product 1

HCID 70446926HCID 70446926, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

27.3 g (0.2 mol) of zinc chloride was dissolved in 500 ml of ethylene glycol. To the solution was gradually added 60.4 g (0.4 mol) of 5-methyl-anthranilic acid. After the addition, the mixture was stirred for 2 hours at 130° C. and then dispersed in 3 liters of water. The dispersion was subjected to filtration and the precipitate was washed with water until the filtrate water reached neutrality. The precipitate was then dried at 90° C. to obtain about 40 g of white powder.

Workup

  1. additionAfter the addition
  2. filtrationThe dispersion was subjected to filtration
  3. washthe precipitate was washed with water until the filtrate water reached neutrality
  4. customThe precipitate was then dried at 90° C.

Sources & evidence

ORD record
ord-c4a2c960f9ad4236a4b25f8a4536f4fe
Source dataset
uspto-grants-1987_06
Patent number
US04673631

Reaction notes

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