Hydrochloric Acid → HCID 23468307, compound

HRID 443654Notes

Reaction equation

HRID 443654 reaction equation
[C:1]1([O:11][CH2:12][CH2:13][NH:14][C:15]2[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:24](Cl)(=[O:26])[CH3:25].Cl>N1C=CC=CC=1>[C:24]([N:14]([CH2:13][CH2:12][O:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)[C:15]1[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:22][CH:23]=1)(=[O:26])[CH3:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 23468289HCID 23468289, compound

Product 1

HCID 23468307HCID 23468307, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 6.14 g. of 4-[2-(1-naphthyloxy)ethylamino]benzoic acid and 20 ml. of acetyl chloride in 50 ml. pyridine is warmed on a steam-bath for 8 hours. The dark solution is then poured into 370 ml. of 2 N hydrochloric acid. The resulting solution is then extracted several times with methylene chloride. The residue from evaporation of this extract is crystallized from acetonitrile giving a white solid, m.p. 182°-183° C.

Workup

  1. additionThe dark solution is then poured into 370 ml
  2. extractionThe resulting solution is then extracted several times with methylene chloride
  3. customThe residue from evaporation of this extract
  4. customis crystallized from acetonitrile giving a white solid, m.p. 182°-183° C.

Sources & evidence

ORD record
ord-9139bd0a73e84edcb3bcb1fe8a43fe45
Source dataset
uspto-grants-1981_04
Patent number
US04260816

Reaction notes

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