Hydrochloric Acid → HCID 178505155, compound

HRID 2268422Notes

Reaction equation

HRID 2268422 reaction equation
[CH3:1][S:2]([NH:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([NH:12]C(=O)OC(C)(C)C)[CH2:8][CH2:7]1)(=[O:4])=[O:3].Cl>ClCCl>[NH2:12][C@H:9]1[CH2:10][CH2:11][C@H:6]([NH:5][S:2]([CH3:1])(=[O:4])=[O:3])[CH2:7][CH2:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178454053HCID 178454053, compound

Product 1

HCID 178505155HCID 178505155, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of tert-butyl trans-4-[(methylsulfonyl)amino]cyclohexylcarbamate (990 mg, 3.39 mmol) (preparation 32) in dichloromethane (25 ml) at room temperature was saturated with hydrogen chloride gas. The reaction mixture was stirred at room temperature for 2 hr and the solvent then removed under reduced pressure to give a colourless solid. The solid was triturated with diethyl ether and then suspended in ethyl acetate and exposed to ultrasonic agitation for 5 min. The remaining solid was filtered off to give the title compound (0.6 g) as a solid.

Workup

  1. customat room temperature
  2. customthe solvent then removed under reduced pressure
  3. customto give a colourless solid
  4. customThe solid was triturated with diethyl ether
  5. waitexposed to ultrasonic agitation for 5 min
  6. filtrationThe remaining solid was filtered off

Sources & evidence

ORD record
ord-238c11d4a98040498e990125bc6f2ea3
Source dataset
uspto-grants-2001_12
Patent number
US06326359B1

Reaction notes

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