Hydrochloric Acid → HCID 11824685, compound

HRID 1415692Notes

Reaction equation

HRID 1415692 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][C:3]=1[C:4]([OH:6])=O.Cl[C:13]1[N:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=[O:16].Cl>C(O)C>[I:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[C:13]1[C:14]([C:15]([OH:17])=[O:16])=[CH:18][CH:19]=[CH:20][N:21]1[C:4]2=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 72911Benzoic acid, 2-amino-5-iodo-HCID 762582-Chloronicotinic acid

Product 1

HCID 11824685HCID 11824685, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 2-amino-5-iodobenzoic acid (25 g; 95.0 mmol), 2-chloronicotinic acid (14.97 g; 95.0 mmol), concentrated hydrochloric acid (3.17 ml; 38 mmol), and ethanol (150 ml) was heated at reflux for 18 hours, then cooled to 0° C. The precipitate was collected by filtration and the filter cake was washed with fresh ethanol (200 ml). The filter cake was dried in vacuo over phosphorous pentoxide to provide product as a yellow solid: 12.0 g.

Workup

  1. temperatureat reflux for 18 hours
  2. filtrationThe precipitate was collected by filtration
  3. washthe filter cake was washed with fresh ethanol (200 ml)
  4. dry with materialThe filter cake was dried in vacuo over phosphorous pentoxide
  5. customto provide product as a yellow solid

Sources & evidence

ORD record
ord-1d84aa36408d416cb0f104012bd58e9d
Source dataset
uspto-grants-1999_06
Patent number
US05908840

Reaction notes

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