2-chloro-N-methylacetamide → HCID 20154193, compound

HRID 2413888Notes

Reaction equation

HRID 2413888 reaction equation
[Na].[C:2]([SH:21])([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:22][NH:23][C:24](=[O:27])[CH2:25]Cl>C(O)C>[C:2]([S:21][CH2:25][C:24]([NH:23][CH3:22])=[O:27])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 667732-chloro-N-methylacetamideHCID 77281Benzenemethanethiol, alpha,alpha-diphenyl-HCID 5360545Sodium

Product 1

HCID 20154193HCID 20154193, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 26.55 g of sodium in 1800 ml of ethanol is added 288.8 g of tritylmercaptan. Then with ice-cooling a solution of 111.8 g of N-methylchloracetamide in 1000 ml of ethanol is added dropwise whereupon a grey-white precipitate is formed. After completion of the addition stirring is continued at room temperature for 45 minutes and the mixture then concentrated to half its volume. The precipitate is filtered, washed with isopropanol, water and again isopropanol and dried to give the title product. m.p. 200°-210°.

Workup

  1. additionis added dropwise whereupon a grey-white precipitate
  2. customis formed
  3. additionAfter completion of the addition
  4. concentrationthe mixture then concentrated to half its volume
  5. filtrationThe precipitate is filtered
  6. washwashed with isopropanol, water and again isopropanol
  7. customdried

Sources & evidence

ORD record
ord-4f2f8f582e5349809403811074082296
Source dataset
uspto-grants-1988_01
Patent number
US04720490

Reaction notes

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