4-Methylmorpholine → HCID 71623011, compound

HRID 1477510Notes

Reaction equation

HRID 1477510 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[C:3]#[N:4].CN1CC[O:11][CH2:10][CH2:9]1.O1C=[C:17]([C:19](Cl)=[O:20])[N:16]=[N:15]1>ClCCl>[C:3]([C:2]([NH:1][C:19]([C:17]1[O:11][C:10]([CH3:9])=[N:15][N:16]=1)=[O:20])([CH3:6])[CH3:5])#[N:4]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 880222-Amino-2-methylpropionitrileHCID 89656276HCID 89656276, compound

Product 1

HCID 71623011HCID 71623011, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2-Amino-2-methylpropanenitrile (90 gms) was suspended in dichloromethane (90 ml) and N-methyl morpholine (1.10 moles) was added with stirring. A mixture of oxadiazole carbonyl chloride (90 gms) in dichloromethane (100 ml) was added drop wise to the suspension at 0 to 5° C. The reaction mixture was stirred and monitored by thin layer chromatography (TLC). The reaction mass was concentrated under reduced pressure after completion of reaction. The product separated out on addition of isopropyl alcohol (500 ml), which was then filtered and dried.

Workup

  1. additionwas added drop wise to the suspension at 0 to 5° C
  2. stirringThe reaction mixture was stirred
  3. concentrationThe reaction mass was concentrated under reduced pressure
  4. customafter completion of reaction
  5. customThe product separated out on addition of isopropyl alcohol (500 ml), which
  6. filtrationwas then filtered
  7. customdried

Sources & evidence

ORD record
ord-0732dca887ce45029ae35522cc088920
Source dataset
uspto-grants-2016_08
Patent number
US09403809B2

Reaction notes

Loading…