N-Methylisobutylamine → HCID 18508009, compound

HRID 412113Notes

Reaction equation

HRID 412113 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) 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-479882d720f744f1a83c39b9614a0777
Source dataset
uspto-grants-2003_05
Patent number
US06562842B2

Reaction notes

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