Chloroacetic Acid → HCID 178524165, compound

HRID 1796339Notes

Reaction equation

HRID 1796339 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH2:11])[C:5]([OH:7])=[O:6].[Cl:12][CH2:13][C:14](O)=O>Cl>[Cl:12][CH2:13][C:14]1[NH:11][C:10]2[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=2[N:1]=1

Participants

4

Reactant 2

HCID 300Chloroacetic AcidHCID 692633,4-Diaminobenzoic acid

Product 1

HCID 178524165HCID 178524165, compoundYield 76.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3,4-Diaminobenzoic acid (6.09 g, 40 mmol) and chloroacetic acid (4.35 g, 46 mmol) were refluxed in 5 N HCl (30 ml) for 5 h. The reaction mixture was cooled, the gray precipitate obtained was separated by filtration and subsequently washed with acetone (100 ml) and ether (100 ml) to obtain 6.44 g of product 4 (76%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe gray precipitate obtained
  3. customwas separated by filtration
  4. washsubsequently washed with acetone (100 ml) and ether (100 ml)

Sources & evidence

ORD record
ord-b9e835d0958e461faaf39e481029dda0
Source dataset
uspto-grants-2006_04
Patent number
US07030150B2

Reaction notes

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