1-Bromo-2-methylpropane → (4S)-2-(4-cyano-2-ethylphenylimino)-3,4-diisobutyl-1,3-thiazolidine

HRID 276468Notes

Reaction equation

HRID 276468 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]2[NH:14][C@@H:13]([CH2:15][CH:16]([CH3:18])[CH3:17])[CH2:12][S:11]2)=[C:5]([CH2:19][CH3:20])[CH:4]=1)#[N:2].[CH2:21](Br)[CH:22]([CH3:24])[CH3:23]>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]2[N:14]([CH2:21][CH:22]([CH3:24])[CH3:23])[C@@H:13]([CH2:15][CH:16]([CH3:17])[CH3:18])[CH2:12][S:11]2)=[C:5]([CH2:19][CH3:20])[CH:4]=1)#[N:2]

Participants

3

Reactant 2

HCID 65551-Bromo-2-methylpropaneHCID 178436590(4S)-2-(4-cyano-2-ethylphenylimino)-4-isobutyl-1,3-thiazolidine

Product 1

HCID 57065163(4S)-2-(4-cyano-2-ethylphenylimino)-3,4-diisobutyl-1,3-thiazolidine

Procedure

(1S)-1-(Hydroxymethyl)-3-methylbutylamine was reacted with SOCl2 followed by 4-cyano-2-ethylphenyl isothiocyanate according to Method C2a to give (4S)-2-(4-cyano-2-ethylphenylimino)-4-isobutyl-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to give (4S)-2-(4-cyano-2-ethylphenylimino)-3,4-diisobutyl-1,3-thiazolidine.

Sources & evidence

ORD record
ord-b0d9e9c1f0f644e395a86e3102dc3950
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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