Benzene → HCID 21449915, compound

HRID 596456Notes

Reaction equation

HRID 596456 reaction equation
[NH2:1][CH2:2][CH2:3][SH:4].[CH3:5][C:6]([CH:8]([CH3:10])[CH3:9])=O.C1C=CC=CC=1>O>[CH:8]([C:6]1([CH3:5])[NH:1][CH2:2][CH2:3][S:4]1)([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 241BenzeneHCID 6058CysteamineHCID 112513-Methyl-2-butanone

Product 1

HCID 21449915HCID 21449915, compoundYield 77.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

15.43 g (0.2 mol) of cysteamine and 29.0 g (0.2 mol) of isopropyl methyl ketone were treated with 200 ml of benzene and boiled under an inert gas atmosphere for 14 hours on a water-separator. The solution was concentrated on a rotary evaporator and filtered over 25 g of neutral aluminium oxide (activity I). The aluminium oxide was then flushed with ether. The filtrate was again concentrated and subsequently distilled under a high vacuum through a Widmer column. 22.51 g (yield 77% of theory) of 2-isopropyl-2-methyl-thiazolidine (nD20 = 1.5085) passed over in a boiling range of 40°-42° C and at a pressure of 0.009 mm Hg. IR: νmax = 1440, 1370, 790 cm-1. Odour: camphorous, woody; flavour: greenish.

Workup

  1. concentrationThe solution was concentrated on a rotary evaporator
  2. filtrationfiltered over 25 g of neutral aluminium oxide (activity I)
  3. customThe aluminium oxide was then flushed with ether
  4. concentrationThe filtrate was again concentrated
  5. distillationsubsequently distilled under a high vacuum through a Widmer column

Sources & evidence

ORD record
ord-2feccb5d95a74f47b69736fac0652edf
Source dataset
uspto-grants-1977_03
Patent number
US04011233

Reaction notes

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