Triethylamine → HCID 14369795, compound

HRID 1381897Notes

Reaction equation

HRID 1381897 reaction equation
Cl.[CH3:2][C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:4]=1[NH2:5].Cl.[CH3:12][C:13]1[N:14]=[C:15]([C:24](Cl)=[O:25])[S:16][C:17]=1[C:18]1[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>[CH3:2][C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:4]=1[NH:5][C:24]([C:15]1[S:16][C:17]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[C:13]([CH3:12])[N:14]=1)=[O:25]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 88899Benzenamine, 2,6-dimethyl-, hydrochloride (1:1)HCID 21275484HCID 21275484, compound

Product 1

HCID 14369795HCID 14369795, compoundYield 66.6%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6212ChloroformSolvent

Procedure

2,6-Dimethyl aniline hydrochloride (230 mg) was added to a stirred suspension of 4-methyl-5-(4-pyridinyl)-thiazole-2-carbonylchloride hydrochloride (230 mg) in dry toluene (4 ml) at room temperature, and triethylamine (1.8 ml) was added to the mixture, and was stirred at room temperature for overnight. The mixture was diluted with chloroform, washed with water, dried over magnesium sulfate, and evaporated to dryness. The residue was recrystallized from iso-propanol to give 2',6'-dimethyl-4-methyl-5-(4-pyridinyl)-thiazole-2-carboxanilide (180 mg, yield 31%) as colorless plates.

Workup

  1. washwashed with water
  2. dry with materialdried over magnesium sulfate
  3. customevaporated to dryness
  4. customThe residue was recrystallized from iso-propanol

Sources & evidence

ORD record
ord-7c73939e2d27456ca0c4375f04a59b82
Source dataset
uspto-grants-1989_02
Patent number
US04804668

Reaction notes

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