Ammonia → HCID 178512020, compound

HRID 2072445Notes

Reaction equation

HRID 2072445 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=S)[NH:10][CH:11]2[CH2:19][CH:18]3[CH:13]4[CH2:14][CH:15]5[CH:17]3[CH:16]5[CH:12]24)=[CH:4][CH:3]=1.[NH3:21]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[NH:21])[NH:10][CH:11]2[CH2:19][CH:18]3[CH:13]4[CH2:14][CH:15]5[CH:17]3[CH:16]5[CH:12]24)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 54471914HCID 54471914, compound

Product 1

HCID 178512020HCID 178512020, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

8-[3-(p-Chlorophenyl)thioureido]tetracyclo[4,3,0,02,4,03,7 ]nonane (0.30 g.) was dissolved in ethanol saturated with ammonia (100 ml.) at room temperature and stirred with yellow mercuric oxide (0.43 g.) for 6 hours. The mixture was then boiled for 15 minutes to remove excess ammonia, filtered and the filtrate evaporated to dryness. The solid residue was recrystallised from toluene/cyclohexane (1:2 v/v) to give 8-[3-(p-chlorophenyl)guanidino]tetracyclo[4,3,0,02,4,03,7 ]nonane, m.p. 170°-171°.

Workup

  1. customto remove excess ammonia
  2. filtrationfiltered
  3. customthe filtrate evaporated to dryness
  4. customThe solid residue was recrystallised from toluene/cyclohexane (1:2 v/v)

Sources & evidence

ORD record
ord-876213d59426482eb3b55ad1c45ed45c
Source dataset
uspto-grants-1977_09
Patent number
US04051256

Reaction notes

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