Triethylamine → HCID 21449975, compound

HRID 596571Notes

Reaction equation

HRID 596571 reaction equation
S(O)(O)(=O)=O.[CH3:6][S:7][C:8](=[NH:10])[NH2:9].C(N([CH2:16][CH3:17])CC)C.[C:18]1([C:23](Cl)=[O:24])[S:22][CH:21]=[CH:20][CH:19]=1>CN(C)C=O>[C:18]1([C:23]([NH:10][C:8](=[N:9][C:23](=[O:24])[C:18]2[S:22][CH:17]=[CH:16][CH:19]=2)[S:7][CH3:6])=[O:24])[S:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 752702-Methyl-2-thiopseudourea sulfateHCID 789282-Thiophenecarbonyl chloride

Product 1

HCID 21449975HCID 21449975, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A suspension of 5.56 g. (0.02 mole) of 2-methylthiopseudourea sulfate, 4.0 g. (0.04 mole) triethylamine and 50 ml. of dimethylformamide is cooled to 0° C. and treated with a solution of 5.88 g. (0.04 mole) of 2-thenoyl chloride in 15 ml. of dimethylformamide. The reaction mixture is allowed to warm to room temperature, stirred for 2 hours and is then poured onto 500 g. of an ice-water mixture. The colorless solid product is separated by filtration and washed with water. This solid is recrystallized from ethanol to give 1,3-dithenoyl-2-methylthio-pseudourea, m.p. 166°-167° C.

Workup

  1. additionA suspension of 5.56 g
  2. additiontreated with a solution of 5.88 g
  3. additionis then poured onto 500 g
  4. customThe colorless solid product is separated by filtration
  5. washwashed with water
  6. customThis solid is recrystallized from ethanol

Sources & evidence

ORD record
ord-8c2435e643ea4b91ba34df254fdbda75
Source dataset
uspto-grants-1977_03
Patent number
US04011236

Reaction notes

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