Acetic Anhydride → 1-Acetyl-1,3-dicyclohexyl-o-(n-2-butylideneamino)-isourea

HRID 2275474

Reaction equation

HRID 2275474 reaction equation
[CH:1]1([NH:7][C:8](=[N:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[O:9][N:10]=[C:11]([CH2:13][CH3:14])[CH3:12])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:22][C:23](OC(C)=O)=[O:24]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[C:23]([N:15]([CH:16]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]1)[C:8](=[N:7][CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[O:9][N:10]=[C:11]([CH2:13][CH3:14])[CH3:12])(=[O:24])[CH3:22]

Participants

5

Reactant 2

HCID 7918Acetic AnhydrideHCID 866646331,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea

Product 1

HCID 870878001-Acetyl-1,3-dicyclohexyl-o-(n-2-butylideneamino)-isoureaYield 80%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

To a solution of 1,3-dicyclohexyl-O—(N-2-butylideneamino)-isourea (Cmpd. 2) (10.5 g, 35.7 mmol) and 4-dimethylaminopyridine (100 mg) in pyridine (25 ml) is dropwise added acetanhydride (5 ml, 52.9 mmol). The mixture is stirred 2 h and evaporated. The residue is dissolved in toluene (100 ml), washed with water (5×20 ml), dried over MgSO4 and evaporated to afford 9.58 g of the title compound as a light yellow oil.

Workup

  1. customevaporated
  2. dissolutionThe residue is dissolved in toluene (100 ml)
  3. washwashed with water (5×20 ml)
  4. dry with materialdried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-9fdcc9dc5a9f42949acc043ab4209b9e
Source dataset
uspto-grants-2015_09
Patent number
US09127098B2

Linked notes

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