Triethylamine → HCID 57013520, compound

HRID 1449540Notes

Reaction equation

HRID 1449540 reaction equation
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=1[S:14](Cl)(=[O:16])=[O:15].C(N(CC)CC)C.[NH2:26][CH2:27][C:28]([O:30][CH3:31])=[O:29]>C(Cl)Cl.C(OCC)(=O)C.Cl>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[CH:6][C:5]=1[S:14](=[O:16])(=[O:15])[NH:26][CH2:27][C:28]([O:30][CH3:31])=[O:29]

Participants

7

Reactant 3

HCID 8471TriethylamineHCID 69221Glycine methyl esterHCID 54027161HCID 54027161, compound

Product 1

HCID 57013520HCID 57013520, compoundYield 78%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolvent2×HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-Chlorosulfonyl-4,5-dimethoxy-benzoic acid methyl ester (0.100 g, 0.339 mmol) in methylene chloride (5 mL) was added triethylamine (0.28 mL, 2.012 mmol) and methyl glycinate.HCl (0.128 g, 1.02 mmol). The mixture was stirred for 2 hours and then diluted with ethyl acetate (50 mL) and 1N HCl (50 mL). The organic fraction was washed with brine and dried over MgSO4. Crystallization from methylene chloride hexane affords the title compound (0.092 g, 78%);

Workup

  1. washThe organic fraction was washed with brine
  2. dry with materialdried over MgSO4
  3. customCrystallization from methylene chloride hexane

Sources & evidence

ORD record
ord-9945e94ac5f947d9b77f6b0b96ed59cb
Source dataset
uspto-grants-1997_02
Patent number
US05599811

Reaction notes

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