Triethylamine → HCID 69896682, compound

HRID 1581611Notes

Reaction equation

HRID 1581611 reaction equation
[CH2:1](N(CC)CC)C.[Cl:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[CH:15]=[C:14]([S:19](Cl)(=[O:21])=[O:20])[CH:13]=[CH:12]2.Cl.C[O:25][C:26](=[O:29])[CH2:27][NH2:28]>C(Cl)Cl>[CH3:1][N:28]([S:19]([C:14]1[CH:13]=[CH:12][C:11]2[C:16](=[CH:17][CH:18]=[C:9]([Cl:8])[CH:10]=2)[CH:15]=1)(=[O:21])=[O:20])[CH2:27][C:26]([OH:25])=[O:29]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 122755Glycine methyl ester hydrochlorideHCID 106351296-Chloronaphthalene-2-sulfonyl chloride

Product 1

HCID 69896682HCID 69896682, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (0.278 ml) was added to a stirred mixture of 6-chloronaphth-2-ylsulphonyl chloride (0.522 g), glycine methyl ester hydrochloride (0.251 g) and methylene chloride (10 ml) and the mixture was stirred at ambient temperature for 1 hour. The mixture was partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4) and evaporated. The residue was recrystallised from methanol to give methyl N-(6-chloronaphth-2-ylsulphonyl)glycine (0.46 g).

Workup

  1. customThe mixture was partitioned between ethyl acetate and water
  2. washThe organic phase was washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was recrystallised from methanol

Sources & evidence

ORD record
ord-828da890472546859fd457862b475c66
Source dataset
uspto-grants-2004_05
Patent number
US06730672B2

Reaction notes

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