Water → HCID 18452829, compound

HRID 846815Notes

Reaction equation

HRID 846815 reaction equation
N[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1.[N:11]1C=CC=[CH:13][CH:12]=1.[CH2:17]([O:24]CC(Cl)=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[OH2:29]>O1CCOCC1>[CH2:17]([O:24][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([NH:11][C:12]([CH3:13])=[O:29])[CH:3]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 9784-Aminobenzoic AcidHCID 1049PyridineHCID 177085Benzyloxyacetyl chloride

Product 1

HCID 18452829HCID 18452829, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

35.7 g (0.26 mole) p-aminobenzoic acid, together with 23.7 g (0.30 mole) pyridine, are dissolved in 420 mL dioxan and mixed dropwise at 15° C. with 51.7 g (0.28 mole) benzyloxyacetic acid chloride (Heterocyclic Chem., 15, 601, 1978). After stirring for 2 hours at ambient temperature, the reaction mixture is mixed with 300 mL water. The precipitate obtained is filtered off with suction, washed with water, and dried. The product is used for the next step without further purification. Yield 63 g (98.3% of theory); m.p. 178°-179° C.

Workup

  1. customThe precipitate obtained
  2. filtrationis filtered off with suction
  3. washwashed with water
  4. customdried
  5. customThe product is used for the next step without further purification

Sources & evidence

ORD record
ord-9b3033a50279424b84722621f685ae1c
Source dataset
uspto-grants-1992_08
Patent number
US05137918

Reaction notes

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