Methyl iodide → HCID 12458615, compound

HRID 839004Notes

Reaction equation

HRID 839004 reaction equation
[NH2:1][CH2:2][CH3:3].Cl.[C:5]([NH:9][SH:10](=[O:12])=[O:11])([CH3:8])([CH3:7])[CH3:6].C(N(CC)CC)C.[C:20](=[S:22])=[S:21].[CH3:23]I>C(O)C>[C:5]([NH:9][S:10]([CH2:3][CH2:2][NH:1][C:20](=[S:22])[S:21][CH3:23])(=[O:12])=[O:11])([CH3:8])([CH3:7])[CH3:6]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 178449958HCID 178449958, compound

Product 1

HCID 12458615HCID 12458615, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2-Aminoethane-N-t-butylsulfonamide hydrochloride (1.25 g., 5.78 mmol.) was added to a solution of 1.17 g. (11.56 mmol.) of triethylamine in 20 ml. of ethanol. Carbon disulfide (0.44 g., 5.78 mmol.) was added, the mixture was stirred at 25° for 1.5 hours, then 0.82 g. (5.78 mmol.) of methyl iodide in 5 ml. of ethanol was added and the resulting mixture was stirred for 1.5 hours. The mixture was evaporated to dryness and the residue was dissolved in water and acidified to pH 2.0 with dilute hydrochloric acid. The aqueous mixture was extracted with ethyl acetate and the extract was dried (MgSO4) and evaporated to dryness to give methyl 2-(N-t-butylsulfamoyl)ethyldithiocarbamate.

Workup

  1. stirringthe resulting mixture was stirred for 1.5 hours
  2. customThe mixture was evaporated to dryness
  3. dissolutionthe residue was dissolved in water
  4. extractionThe aqueous mixture was extracted with ethyl acetate
  5. dry with materialthe extract was dried (MgSO4)
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-0e0d436a168e4884a692a476aeb4c9c5
Source dataset
uspto-grants-1978_06
Patent number
US04093723

Reaction notes

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