N-Methylisobutylamine → HCID 18508009, compound

HRID 1977484Notes

Reaction equation

HRID 1977484 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 plane yellow solid (9.22 g, 100%). 1HNMR (400 MHz, CDCl3; 2:1 mixture of rotamers) δ 7.86 (d, 2H), 7.60 (t, 1H), 7.50 (t, 2H), 3.90 (d, 2H), 3.44 (s, 3H), 3.41 (d, 2H), 3.27 (s, 3H), 2.35-2.32 (m, 1H), 2.13 (m, 1H), 1.06 (d, 6H), 0.90 (d, 6H).

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-b0a12dc1f4ff444ca3572c8a8cb23617
Source dataset
uspto-grants-2001_05
Patent number
US06232342B1

Reaction notes

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