Triethylamine → HCID 178504143, compound

HRID 1982077Notes

Reaction equation

HRID 1982077 reaction equation
Cl[C:2](OC)=[S:3].N[C:7]1[CH:8]=[C:9]([N:13]2[C:17](=[O:18])[CH2:16][C:15]([CH3:20])([CH3:19])[C:14]2=[O:21])[CH:10]=[CH:11][CH:12]=1.C([N:24]([CH2:27]C)CC)C>CC(C)=O>[CH3:2][SH:3]=[C:27]([C:7]1[CH:8]=[C:9]([N:13]2[C:17](=[O:18])[CH2:16][C:15]([CH3:20])([CH3:19])[C:14]2=[O:21])[CH:10]=[CH:11][CH:12]=1)[NH2:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 554404Methyl chloromethanethioateHCID 13189216N-m-AMINOPHENYL-2,2-DIMETHYLSUCCINIMIDE

Product 1

HCID 178504143HCID 178504143, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Four and one-half g. of methyl chlorothioformate was added dropwise at ambient temperature to a well-stirred mixture of 8.7 g of N-m-aminophenyl-2,2-dimethylsuccinimide, prepared in Example II above, 4.5 g. of triethylamine and 100 ml. of acetone. When the reaction was complete (approximately 30 minutes), the mixture was poured into approximately 500 ml. of water and the product, which crystallized from solution, was collected by filtration and dried. Yield was 9.3 g. of a product having a m.p. of 128°-129° C. The product was identified as the title compound by analysis of infrared spectra.

Workup

  1. customprepared in Example II above, 4.5 g
  2. custom(approximately 30 minutes)
  3. additionthe mixture was poured into approximately 500 ml
  4. customof water and the product, which crystallized from solution
  5. filtrationwas collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-4f4a14278ee3483facf29e2000e494e0
Source dataset
uspto-grants-1986_06
Patent number
US04595408

Reaction notes

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