4-[(4,5-Dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis[(4-methylphenyl)methylene]thiopyran-4-ol → HCID 21786674, compound

HRID 65666Notes

Reaction equation

HRID 65666 reaction equation
[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[NH:6][C:7]1(O)[C:12](=[CH:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[CH2:11][S:10][CH2:9][C:8]1=[CH:21][C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1>C1(C)C=CC=CC=1.[Ti](Cl)(Cl)(Cl)Cl>[CH3:28][C:25]1[CH:26]=[CH:27][C:22]([CH:21]2[N:3]3[CH2:4][CH2:5][S:1][C:2]3=[N:6][C:7]3[C:12](=[CH:13][C:14]4[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=4)[CH2:11][S:10][CH2:9][C:8]2=3)=[CH:23][CH:24]=1

Participants

4

Reactant 1

HCID 540925704-[(4,5-Dihydro-2-thiazolyl)amino]tetrahydro-3,5-bis[(4-methylphenyl)methylene]thiopyran-4-ol

Product 1

HCID 21786674HCID 21786674, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 1140TolueneSolvent2×

Procedure

To a stirred suspension of 4-[(4,5-dihydro-2-thiazolyl)-amino]tetrahydro-3,5-bis[(4-methylphenyl)methylene]thiopyran-4-ol (from Part A) (2.5 gm; 5.9 mmole) in dry toluene (120 ml), is added slowly a solution of titanium tetrachloride (0.56 gm; 3.0 mmole) in toluene (5.4 ml). The orange mixture is heated at reflux temperature for 1.5 hour. After it is cooled, the solid is pulverized and filtered.

Workup

  1. temperatureThe orange mixture is heated
  2. temperatureat reflux temperature for 1.5 hour
  3. temperatureAfter it is cooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-add70a70fc9a4ca58965ee0758954957
Source dataset
uspto-grants-1978_12
Patent number
US04128647

Reaction notes

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