Salicylic Acid → Salicyloyl chloride

HRID 1401043Notes

Reaction equation

HRID 1401043 reaction equation
C1C=CC(O)=C(C2N=C(C3C=CC=CC=3O)N(C3C=CC(C(O)=O)=CC=3)N=2)C=1.[C:29]([OH:38])(=O)[C:30]1[C:31](=[CH:33][CH:34]=[CH:35][CH:36]=1)[OH:32].S(Cl)([Cl:41])=O>>[C:29]([Cl:41])(=[O:38])[C:30]1[C:31](=[CH:33][CH:34]=[CH:35][CH:36]=1)[OH:32]

Participants

4

Reactant 3

HCID 338Salicylic AcidHCID 24386Thionyl ChlorideHCID 214348Deferasirox

Product 1

HCID 74041Salicyloyl chloride

Procedure

WO2010023685 of Matrix describes the process for the preparation of Deferasirox as shown in scheme III. The process comprises the Salicylic acid reacted with thionyl chloride in the presence of solvent to give salicyloyl chloride, which is reacted with salicylamide to give 2-(2-hydroxyphenyl)-benz[1,3]-oxazine-4-one, then it is condensed with 4-hydrazino benzoic acid to give deferasirox.

Sources & evidence

ORD record
ord-f27fcd2a1118439c9715342f53b8fb1a
Source dataset
uspto-grants-2014_12
Patent number
US08907083B2

Reaction notes

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