Benzoyl chloride → HCID 3475176, compound

HRID 1587532Notes

Reaction equation

HRID 1587532 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH2:9].[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1>[C:10]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 695331,7-Heptanediamine

Product 1

HCID 3475176HCID 3475176, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

Dissolve 1,9-diazanonane (13 g, 0.1 mol) in pyridine (200 mL) and cool to 0° C. Add, by dropwise addition, benzoyl chloride (31 g, 0.22 mol) and stir overnight. Extract into chloroform, wash with water, 5% hydrochloric acid, 5% sodium hydroxide, water and dry (MgSO4). Evaporate the solvent in vacuo and purify by silica gel chromatography to give 1,9-bis(benzoyl)-1,9-diazanonane.

Workup

  1. extractionExtract into chloroform
  2. washwash with water, 5% hydrochloric acid, 5% sodium hydroxide, water
  3. dry with materialdry (MgSO4)
  4. customEvaporate the solvent in vacuo
  5. custompurify by silica gel chromatography

Sources & evidence

ORD record
ord-c1da16d061de4685ac0a56276925ecdb
Source dataset
uspto-grants-1993_06
Patent number
US05217964

Reaction notes

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