Formamide → HCID 14456868, compound

HRID 1903012Notes

Reaction equation

HRID 1903012 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:4]=1[CH2:5][N:6]1[CH:9]([CH2:10]I)[CH2:8][C:7]1=[O:12].[CH:19]([NH2:21])=O.[C-]#N.[Na+]>>[C:19]([CH2:10][CH:9]1[N:6]([CH2:5][C:4]2[CH:13]=[CH:14][C:15]([O:17][CH3:18])=[CH:16][C:3]=2[O:2][CH3:1])[C:7](=[O:12])[CH2:8]1)#[N:21]

Participants

4

Reactant 3

HCID 713FormamideHCID 8929Sodium CyanideHCID 14456867HCID 14456867, compound

Product 1

HCID 14456868HCID 14456868, compoundYield 70%

Procedure

A solution of 1.2 g. (3.3 mmoles) of 1-(2,4-dimethoxybenzyl)-4-(iodomethyl)-2-azetidinone prepared according to Example 13 in 5 ml. ofddimethyl formamide is stirred with 0.35 g. (7 mmoles) of sodium cyanide for 48 hours, at room temperature. The solution is then poured onto 30 ml. of water and extracted with five 20-ml. portions of ether. The ethereal solution is dried with magnesium sulfate, decolored with activated carbon, filtered and the filtrate is evaporated in vacuo. 0.6 g. (70%) of the named compound are obtained.

Workup

  1. customat room temperature
  2. additionThe solution is then poured onto 30 ml
  3. extractionof water and extracted with five 20-ml
  4. dry with materialThe ethereal solution is dried with magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-1b7ff7b5be72475fb29a4d64ec6d74b3
Source dataset
uspto-grants-1984_03
Patent number
US04435322

Reaction notes

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