4-[15-(Trifluoromethyl)pentadecylamino]benzoic acid → HCID 22344169, compound

HRID 2058752Notes

Reaction equation

HRID 2058752 reaction equation
FC(F)(F)CCCCCCCCCCCCCCCN[C:19]1[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=1.C(COC)OC.C(Cl)[Cl:37]>>[ClH:37].[C:23]([Cl:37])(=[O:24])[C:22]1[CH:26]=[CH:27][CH:19]=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 128316104-[15-(Trifluoromethyl)pentadecylamino]benzoic acidHCID 86634710Dimethoxyethane methylene chloride

Product 1

HCID 22344169HCID 22344169, compound

Procedure

A cold solution of 25 g. of 4-[15-(trifluoromethyl)pentadecylamino]benzoic acid in 500 ml. dimethoxyethane-methylene chloride (4:1) is prepared and dry hydrochloric acid is bubbled through the solution until no more precipitate forms. The solution is treated with 25 ml. thionyl chloride and refluxed until all of the precipitate has dissolved. The solvents are evaporated to yield 4-[15-(trifluoromethyl)pentadecylamino)]benzoyl chloride hydrochloride as an orange, semi-crystalline mass.

Workup

  1. customdry hydrochloric acid is bubbled through the solution until no more precipitate forms
  2. additionThe solution is treated with 25 ml
  3. temperaturethionyl chloride and refluxed until all of the precipitate
  4. dissolutionhas dissolved
  5. customThe solvents are evaporated

Sources & evidence

ORD record
ord-81c3ba1b43a34151b255845c0c7870b7
Source dataset
uspto-grants-1982_03
Patent number
US04318914

Reaction notes

Loading…