Carbon Tetrachloride → HCID 20446964, compound

HRID 2417913Notes

Reaction equation

HRID 2417913 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][CH3:17])[CH:10]=1)=[S:7].ClC(Cl)(Cl)Cl.BrBr>C(#N)C>[CH2:15]([C:11]1[CH:12]=[CH:13][C:14]2[S:7][C:6]([NH:5][CH2:4][CH2:3][CH2:2][OH:1])=[N:8][C:9]=2[CH:10]=1)[CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 5943Carbon TetrachlorideHCID 24408BromineHCID 13338502HCID 13338502, compound

Product 1

HCID 20446964HCID 20446964, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred mixture of 27.7 parts of N-(3-hydroxypropyl)-N'-(3-propylphenyl)thiourea and 240 parts of tetrachloromethane are added 17.6 parts of bromine and the whole is stirred and refluxed for 1 hours. About 80 parts of acetonitrile are added and the formed hydrobromide salt is allowed to crystallize. It is filtered off, washed with acetonitrile and dissolved in water. The free base is liberated in the conventional manner with ammonium hydroxide and extracted with 1,1'-oxybisethane. The extract is dried, filtered and evaporated, yielding 18 parts of 3-(5-propyl-2-benzothiazolylamino)-1-propanol as an oily residue.

Workup

  1. temperaturerefluxed for 1 hours
  2. customto crystallize
  3. filtrationIt is filtered off
  4. washwashed with acetonitrile
  5. dissolutiondissolved in water
  6. extractionextracted with 1,1'-oxybisethane
  7. customThe extract is dried
  8. filtrationfiltered
  9. customevaporated

Sources & evidence

ORD record
ord-085e1801c2464325b2af3da0f01ef351
Source dataset
uspto-grants-1984_09
Patent number
US04471117

Reaction notes

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