Methyl isothiocyanate → HCID 10198239, compound

HRID 1283266Notes

Reaction equation

HRID 1283266 reaction equation
[C:1]([C:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:11][N:12]=[C:13]=[S:14]>O1CCCC1>[CH3:11][NH:12][C:13]([N:8]1[CH2:7][CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:10][CH2:9]1)=[S:14]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 215197034-tert-Butyl-1,2,3,6-tetrahydropyridine

Product 1

HCID 10198239HCID 10198239, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

In 60 ml. of ml.of anhydrous tetrahydrofuran, there is dissolved 12.0 grams of 4-t-butyl-1,2,3,6-tetrahydropyridine. Stirring is initiated and there is added 7.3 grams of methylisothiocyanate in 25 ml. of anhydrous tetrahydrofuran. After stirring the reaction mixture for 18 hours at room temperature, the tetrahydrofuran is evaporated in vacuo at 50°C/20 mmHg. The resulting oil is crystallized from methylene chloride/pentane 1:1 to give N-methyl-4-t-butyl-1,2,3,6-tetrahydro-1-pyridinethiocarboxamide; m.p. 76° to 78°C.

Workup

  1. stirringAfter stirring the reaction mixture for 18 hours at room temperature
  2. customthe tetrahydrofuran is evaporated in vacuo at 50°C/20 mmHg
  3. customThe resulting oil is crystallized from methylene chloride/pentane 1:1

Sources & evidence

ORD record
ord-1117535de9714f158046d36e0d73596c
Source dataset
uspto-grants-1976_08
Patent number
US03974283

Reaction notes

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