Hydrogen Bromide → 5-Amino-adamantane-2-thiol

HRID 2092647Notes

Reaction equation

HRID 2092647 reaction equation
C(OC(=O)[NH:10][C:11]12[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][CH:13]([CH:14]3[SH:21])[CH2:12]1)[CH2:18]2)C1C=CC=CC=1.Br>CCOCC>[NH2:10][C:11]12[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][CH:13]([CH:14]3[SH:21])[CH2:12]1)[CH2:18]2

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 58192789(4-Mercapto-adamantan-1-yl)-carbamic acid benzyl ester

Product 1

HCID 510388945-Amino-adamantane-2-thiol

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To 11A (51 mg, 0.16 mmol) was added HBr (33% in HOAc) 2 mL and the mixture was stirred at rt for 2 h. Ether (10 mL×2) was added and the resulting precipitate was collected and dried under vacuum to give the title compound as hydrogen bromide salts (11). LC-MS (ESR): m/z=184 (M+H)+

Workup

  1. customthe resulting precipitate was collected
  2. customdried under vacuum

Sources & evidence

ORD record
ord-d9a9254f404740de97f81d4d518b0eee
Source dataset
uspto-grants-2013_05
Patent number
US08440720B2

Reaction notes

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