Tert-Butylamine → HCID 13335757, compound

HRID 1583660Notes

Reaction equation

HRID 1583660 reaction equation
[C:1]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][CH:5]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH2:20][CH:21]1[O:23][CH2:22]1)(=[O:3])[CH3:2].[C:24]([NH2:28])([CH3:27])([CH3:26])[CH3:25].[ClH:29].C(OCC)(=O)C>C(O)C>[ClH:29].[C:1]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[S:6][CH:5]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][CH2:20][CH:21]([OH:23])[CH2:22][NH:28][C:24]([CH3:27])([CH3:26])[CH3:25])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6385Tert-ButylamineHCID 13335755HCID 13335755, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 13335757HCID 13335757, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.31 g of 3-acetyl-2-[2-(2,3-epoxypropoxy)phenyl]benzothiazoline and 4.21 ml of t-butylamine are dissolved in 10 ml of ethanol and the solution is refluxed for 1 hour. After cooling, 2 ml of 2N HCl/ethyl acetate is added to the reaction mixture and the solution is concentrated in vacuo. To the residue ether is added to produce crystals. Crystals are collected by filtration to give 1.3 g (81%) of the titled compound.

Workup

  1. temperaturethe solution is refluxed for 1 hour
  2. temperatureAfter cooling
  3. concentrationthe solution is concentrated in vacuo
  4. additionTo the residue ether is added
  5. customto produce crystals
  6. filtrationCrystals are collected by filtration

Sources & evidence

ORD record
ord-9962fc5e4a3646caaf60d95a213c4bb4
Source dataset
uspto-grants-1985_11
Patent number
US04552969

Reaction notes

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