4-Toluenesulfonyl chloride → HCID 73676526, compound

HRID 2398525Notes

Reaction equation

HRID 2398525 reaction equation
C1(C)C=CC(S([Cl:10])(=O)=O)=CC=1.[CH2:12]([N:14]1[C:18](=[O:19])[C:17](=[C:20](O)[CH:21]=[C:22]2[N:26]([CH2:27][CH3:28])[C:25]3[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=3[S:23]2)[S:16][C:15]1=[S:34])[CH3:13]>N1C=CC=CC=1.C(#N)C>[CH2:12]([N:14]1[C:18](=[O:19])[C:17](=[C:20]([Cl:10])[CH:21]=[C:22]2[N:26]([CH2:27][CH3:28])[C:25]3[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=3[S:23]2)[S:16][C:15]1=[S:34])[CH3:13]

Participants

5

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 178462960HCID 178462960, compound

Product 1

HCID 73676526HCID 73676526, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6342AcetonitrileSolvent

Procedure

p-Toluenesulfonyl chloride (1.15 g, 0.006 mol) is added to 3-ethyl-5[(3-ethyl-2-benzothiazolinylidene)-1-hydroxyethylidene]rhodanine (1.82 g, 0.005 mol) in dry pyridine (15 ml). After stirring for 30 min. at room temperature, the solution is diluted with acetonitrile (25 ml), chilled and the dye collected, washed with acetonitrile, then ether. The yield is 0.74 g (39%)

Workup

  1. temperaturechilled
  2. customthe dye collected
  3. washwashed with acetonitrile

Sources & evidence

ORD record
ord-684bff72f26940dfb40e01ae67397d4c
Source dataset
uspto-grants-1977_05
Patent number
US04025349

Reaction notes

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