2-Butanamine, 2-methyl- → HCID 70150499, compound

HRID 279123Notes

Reaction equation

HRID 279123 reaction equation
[S:1]1[C:5]2[CH:6]=[C:7]([NH:10][C:11](SC)=[C:12]([S:15]([CH3:18])(=[O:17])=[O:16])[C:13]#[N:14])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH3:21][C:22]([NH2:26])([CH3:25])[CH2:23][CH3:24]>>[S:1]1[C:5]2[CH:6]=[C:7]([NH:10][C:11]([NH:26][C:22]([CH3:25])([CH3:21])[CH2:23][CH3:24])=[C:12]([S:15]([CH3:18])(=[O:16])=[O:17])[C:13]#[N:14])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 689862-Butanamine, 2-methyl-HCID 70149704HCID 70149704, compound

Product 1

HCID 70150499HCID 70150499, compoundYield 33%

Procedure

3-(Benzothiazol-6-ylamino)-2-methylsulfonyl-3-methylsulfanyl-propenenitrile (0.167 g, 0.5 mmol) was stirred in 1,1-dimethylpropylamine (0.5 ml) for 17 h at 100° C. under nitrogen in a sealed flask. Work-up as described in EXAMPLE 17, 2) without chromatography gave 60 mg (33%) of the title compound. Mp 112-114° C. 1H NMR (200 MHz, CDCl3): δ=1.00 (t, 3H), 1.39 (s, 6H), 1.65 (q, 2H), 3.12 (s, 3H) 7.29 (dd, 1H), 7.70 (d, 1H), 8.13 (d, 1H), 9.0 (s, 1H); EI SP/MS: 364 (M+).

Sources & evidence

ORD record
ord-53de49588e4146e0ac7a0560958248e2
Source dataset
uspto-grants-2002_03
Patent number
US06362205B1

Reaction notes

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