Triethylamine → HCID 68441993, compound

HRID 1437340Notes

Reaction equation

HRID 1437340 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-nitro-nicotinic 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 (11.0 g).

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-7f9591983a6840f5a70ccee6e2482d3b
Source dataset
uspto-grants-2009_11
Patent number
US07622481B2

Reaction notes

Loading…