Diethyl Ether → 2-Amino-5-iodo-3-methylbenzoic Acid

HRID 2231650Notes

Reaction equation

HRID 2231650 reaction equation
[I:1]Cl.[NH2:3][C:4]1[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7].CCOCC>C(O)(=O)C>[NH2:3][C:4]1[C:12]([CH3:13])=[CH:11][C:10]([I:1])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24640Iodine chlorideHCID 781012-Amino-3-methylbenzoic acid

Product 1

HCID 112312332-Amino-5-iodo-3-methylbenzoic Acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Iodine monochloride (28.9 g) was added over 0.5 hours to a stirred solution of 2-amino-3-methylbenzoic acid (24.5 g) (Aldrich Chemical Co. Ltd.) in acetic acid (250 cm3). After 24 hours ether (250 cm3) was added and the mixture was filtered. The solid material was dried in vacuo to afford the title compound, m.p. 214° (38.6 g).

Workup

  1. filtrationthe mixture was filtered
  2. customThe solid material was dried in vacuo

Sources & evidence

ORD record
ord-9df925309c8c4af18d61b70f66256832
Source dataset
uspto-grants-1988_11
Patent number
US04783467

Reaction notes

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