N-Methylisobutylamine → HCID 18508009, compound

HRID 610433Notes

Reaction equation

HRID 610433 reaction equation
[CH3:1][NH:2][CH2:3][CH:4]([CH3:6])[CH3:5].[C:7]([N:15]=[C:16]=[S:17])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(Cl)(Cl)Cl>[C:7]([NH:15][C:16]([N:2]([CH3:1])[CH2:3][CH:4]([CH3:6])[CH3:5])=[S:17])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 12249N-MethylisobutylamineHCID 68284Benzoyl isothiocyanate

Product 1

HCID 18508009HCID 18508009, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirring solution of N-methylisobutylamine (3.21 g, 36.8 mmol, 4.45 mL) in 40 mL of CHCl3 was added benzoyl isothiocyanate (6.0 g, 36.8 mmol, 4.95 mL). After stirring for 45 min, the solution was concentrated to yield the title compound as a pale yellow solid (9.22 g, 100%). 1HNMR (400 MHz, CDCl3 ;2:1 mixture of rotamers) δ7.86 (d, 2 H), 7.60 (t, 1 H), 7.50 (t, 2 H), 3.90 (d, 2 H), 3.44 (s, 3 H), 3.41 (d, 2 H), 3.27 (s, 3 H), 2.35-2.32 (m, 1 H), 2.13 (m, 1 H), 1.06 (d, 6 H), 0.90 (d, 6 H).

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-fdf75bc8eed748e3b1a9bf8a0f2b1874
Source dataset
uspto-grants-1999_12
Patent number
US05998470

Reaction notes

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