Benzoyl chloride → HCID 68564365, compound

HRID 882726Notes

Reaction equation

HRID 882726 reaction equation
[N:1]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[N:4]([C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[CH:12][CH:11]=1)[CH2:3][CH2:2]2.[C:17]([Cl:25])(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>ClCCl>[ClH:25].[N:1]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[N:4]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:12][CH:11]=1)[CH2:3][CH2:2]2

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 67441600HCID 67441600, compound

Product 1

HCID 68564365HCID 68564365, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(1,4-Diaza-bicyclo[3.2.2]non-4-yl)-phenylamine (0.76 g, 3.5 mmol), benzoyl chloride (0.41 g, 3.5 mmol) and dichloromethane (33 ml) was stirred at room temperature for 17 hours. The mixture was evaporated and triturated with diethyl ether (50 ml). The crystals were recrystallised from methanol (40 ml). The hydrochloric acid salt was isolated. Yield 0.54 g (44%). Mp. 260° C. (decomp.).

Workup

  1. customThe mixture was evaporated
  2. customtriturated with diethyl ether (50 ml)
  3. customThe crystals were recrystallised from methanol (40 ml)

Sources & evidence

ORD record
ord-0320893d669f49cb8221ef3ad1758f31
Source dataset
uspto-grants-2012_08
Patent number
US08236793B2

Reaction notes

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