Acetyl isothiocyanate → HCID 13749596, compound

HRID 867903Notes

Reaction equation

HRID 867903 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[CH:23]3[NH:27][CH2:26][CH2:25][S:24]3)[CH2:12][CH:13]=2)[CH:5]=[CH:6][CH:7]=1.[C:28]([N:31]=[C:32]=[S:33])(=[O:30])[CH3:29]>CC(C)=O>[C:28]([NH:31][C:32]([N:27]1[CH2:26][CH2:25][S:24][CH:23]1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[O:16][CH2:15][CH2:14][N:11]1[CH2:10][CH:9]=[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=2)[CH2:13][CH2:12]1)=[S:33])(=[O:30])[CH3:29]

Participants

4

Reactant 2

HCID 128851Acetyl isothiocyanateHCID 13749614HCID 13749614, compound

Product 1

HCID 13749596HCID 13749596, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2.69 g of 2-{2-[2-(4-(3-fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl)ethyloxy]phenyl}thiazolidine, 0.78 g of acetyl isothiocyanate and 20 ml of acetone is stirred at room temperature for 2 hours. The reaction mixture is treated in the same manner as described in Example 73. 2.2 g of N-acetyl-2-{2-[2-(4-(3-fluorophenyl)-1,2,3,6-tetrahydropyridin-1-yl)ethyloxy]phenyl}thiazolidine-3-carbothioamide are obtained. Yield: 65%.

Workup

  1. additionThe reaction mixture is treated in the same manner

Sources & evidence

ORD record
ord-758842ceb46e41c5a3712555959e95f7
Source dataset
uspto-grants-1988_10
Patent number
US04777178

Reaction notes

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