Acetic Anhydride → HCID 178476608, compound

HRID 704792Notes

Reaction equation

HRID 704792 reaction equation
[C:1]([N:3]=[C:4]1[NH:9][CH2:8][CH2:7][CH2:6][N:5]1[C@@H:10]1[C:15]2[CH:16]=[C:17]([C:20]#[N:21])[CH:18]=[CH:19][C:14]=2[O:13][C:12]([CH3:23])([CH3:22])[C@H:11]1[OH:24])#[N:2].[C:25](OC(=O)C)(=[O:27])[CH3:26]>N1C=CC=CC=1>[C:25]([O:24][C@H:11]1[C@H:10]([N:5]2[CH2:6][CH2:7][CH2:8][NH:9][C:4]2=[N:3][C:1]#[N:2])[C:15]2[CH:16]=[C:17]([C:20]#[N:21])[CH:18]=[CH:19][C:14]=2[O:13][C:12]1([CH3:22])[CH3:23])(=[O:27])[CH3:26]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178431169HCID 178431169, compound

Product 1

HCID 178476608HCID 178476608, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of trans-4-(2-cyanoiminohexahydropyrimidin-1-yl)-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile (651 mg) and acetic anhydride (0.76 ml) in pyridine (2 ml) was stirred for 7 days at room temperature. The mixture was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate, washed twice with water and dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo and the residue was pulverized with diisopropyl ether to give trans-3-acetoxy-4-(2-cyanoiminohexahydropyrimidin-1-yl)-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran-6carbonitrile (0.76 g).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed twice with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-fef9302f46d4435fbb02221e25ff820b
Source dataset
uspto-grants-1991_01
Patent number
US04988723

Reaction notes

Loading…