Triethylamine → HCID 68441993, compound

HRID 1435859Notes

Reaction equation

HRID 1435859 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7](Cl)=[N:6][CH:5]=1.C(N(CC)CC)C.[CH3:22][O:23][C:24](=[O:27])[CH2:25][SH:26]>ClCCl>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([S:26][CH2:25][C:24]([O:23][CH3:22])=[O:27])=[N:6][CH:5]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 16907Methyl ThioglycolateHCID 346961Methyl 6-chloro-5-nitronicotinate

Product 1

HCID 68441993HCID 68441993, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6-chloro-5-nitronicotinic acid methyl ester (1.0 g) [prepared as described by A. H. Berrie et al. J. Chem. Soc. 2590-2594 (1951)] in dichloromethane (10 mL) containing triethylamine (0.76 mL) was treated with mercapto-acetic acid methyl ester (0.44 mL) and the solution was stirred at room temperature for 1 hour and evaporated to dryness. Sodium bicarbonate solution was added and the mixture was extracted with dichloromethane, dried (anhydrous sodium sulfate) and evaporated to afford a solid (1.0 g). MS (ES) m/e 287 (M+H)+.

Workup

  1. customevaporated to dryness
  2. additionSodium bicarbonate solution was added
  3. extractionthe mixture was extracted with dichloromethane
  4. dry with materialdried (anhydrous sodium sulfate)
  5. customevaporated

Sources & evidence

ORD record
ord-7156673a8bf742fa8da4eb51572ad256
Source dataset
uspto-grants-2009_11
Patent number
US07618959B2

Reaction notes

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