Hydrochloric Acid → HCID 131720404, compound

HRID 727096Notes

Reaction equation

HRID 727096 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:12][NH2:13].Cl>C(O)C.O>[OH2:5].[ClH:1].[CH3:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([NH:13][CH3:12])[N:10]=1.[CH3:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([NH:13][CH3:12])[N:10]=1.[OH2:5]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6329MethylamineHCID 1217242-Chloro-6-methylnicotinic acid

Product 1

HCID 131720404HCID 131720404, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-chloro-6-methylnicotinic acid (25.00 g) and 33% methylamine in ethanol (100 ml) was heated in a pressure vessel at 100° C. for 18 hours. The mixture was cooled, diluted with water (200 ml) and acidified to pH 2-3 with concentrated hydrochloric acid. The mixture was cooled in an ice bath and filtered to give 6-methyl-2-methylaminonicotinic acid hemihydrochloride hydrate, m.p. 195°-197° C.

Workup

  1. temperatureThe mixture was cooled
  2. temperatureThe mixture was cooled in an ice bath
  3. filtrationfiltered

Sources & evidence

ORD record
ord-eef8ca55bdcb430296499f98cf9150e2
Source dataset
uspto-grants-1998_01
Patent number
US05712286

Reaction notes

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