Dimethylamine → HCID 20299076, compound

HRID 261487Notes

Reaction equation

HRID 261487 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11](=[O:13])(=[O:12])[CH2:10][CH2:9][CH:8]=[C:7](O)[C:6]=2[CH:15]=1.[CH3:16][NH:17][CH3:18]>C1C=CC=CC=1.[Ti](Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:11](=[O:13])(=[O:12])[CH2:10][CH2:9][CH:8]=[C:7]([N:17]([CH3:18])[CH3:16])[C:6]=2[CH:15]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 12928404HCID 12928404, compound

Product 1

HCID 20299076HCID 20299076, compound

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 241BenzeneSolvent3×

Procedure

The starting material is prepared as follows: To the stirred suspension of 1.09 g of 7-chloro-5-hydroxy-2,3-dihydro-1-benzothiepin-1,1-dioxide in 20 ml of benzene the solution of 0.5 g of titanium tetrachloride in 10 ml of benzene is added dropwise while cooling with ice, and the mixture stirred for 1/2 hour at 0°. Thereupon the solution of 0.7 g of dimethylamine in 10 ml of benzene is added dropwise and the mixture allowed to warm up to room temperature. It is filtered, the filtrate evaporated, and the residue recrystallized from diethyl ether, to yield the 7-chloro-5-dimethylamino-2,3-dihydro-1-benzothiepin-1,1-dioxide melting at 93°-95°.

Workup

  1. customThe starting material is prepared
  2. additionis added dropwise
  3. temperaturewhile cooling with ice
  4. filtrationIt is filtered
  5. customthe filtrate evaporated
  6. customthe residue recrystallized from diethyl ether

Sources & evidence

ORD record
ord-b2b8ea16a296406f8b3eda1f1dcc3e0f
Source dataset
uspto-grants-1979_08
Patent number
US04166126

Reaction notes

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