p-Toluenesulfonic acid → HCID 12593089, compound

HRID 261089Notes

Reaction equation

HRID 261089 reaction equation
Br.[NH2:2][CH2:3][CH2:4][CH2:5][SH:6].[C:7]([O-:10])(=O)C.[Na+].[C:12]1([CH3:22])[CH:17]=CC(S(O)(=O)=O)=[CH:14][CH:13]=1.Cl[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1Cl>>[CH:12]([C:13]1[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[C:7](=[O:10])[N:2]2[CH2:3][CH2:4][CH2:5][S:6][C:14]=12)([CH3:22])[CH3:17]

Participants

5

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 72391,2-DichlorobenzeneHCID 517045Sodium AcetateHCID 12218835HCID 12218835, compound

Product 1

HCID 12593089HCID 12593089, compound

Procedure

A mixture of 0.2 g. of α-isopropyl-2-carboxymethylbenzoic acid, 0.2 g. of 3-aminopropanethiol.hydrobromide, 0.1 g. of sodium acetate, and 3 ml. of o-dichlorobenzene was heated to 140°-150° C. for one hour with stirring. The reaction mixture obtained was cooled below 100° C. and after adding thereto 0.25 g. of p-toluenesulfonic acid, the mixture was heated to 160° C. for 6 hours. Thereafter, by following the same procedure as in Example 52, 0.07 g. of 11-isopropyl-6-oxo-3,4-dihydro-2H,6H-1,3-thiazino[3,2-b]isoquinoline was obtained.

Workup

  1. additionA mixture of 0.2 g
  2. customThe reaction mixture obtained
  3. temperaturewas cooled below 100° C.
  4. additionafter adding

Sources & evidence

ORD record
ord-53c9192efc5d4849877f72dcfd675d77
Source dataset
uspto-grants-1979_08
Patent number
US04163844

Reaction notes

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