Ammonia → HCID 70419709, compound

HRID 845009Notes

Reaction equation

HRID 845009 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([C@H:11]2[CH2:16][O:15][C@H:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:13][O:12]2)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=O.N.O=P(Cl)(Cl)Cl>CN(C=O)C>[F:1][C:2]1[CH:10]=[C:9]([C@H:11]2[CH2:16][O:15][C@H:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:13][O:12]2)[CH:8]=[CH:7][C:3]=1[C:4]#[N:6]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 70418736HCID 70418736, compound

Product 1

HCID 70419709HCID 70419709, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 29.5 g. trans-2-fluoro-4-(5-pentyl-1,4-dioxan-2-yl)-benzamide (obtainable from the acid chloride and NH3) in 500 ml. DMF is mixed dropwise at 50°, while stirring, with 65 g. POCl3. After a further one hour stirring, one pours on to ice, works up as usual and obtains trans-2-fluoro-4-(5-pentyl-1,4-dioxan-2-yl)-benzonitrile.

Workup

  1. stirringAfter a further one hour stirring
  2. additionone pours on to ice

Sources & evidence

ORD record
ord-0b6e460dde3a47d8b5804c53e1f5c91b
Source dataset
uspto-grants-1988_07
Patent number
US04755323

Reaction notes

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