Ammonia → HCID 57825156, compound

HRID 1668708Notes

Reaction equation

HRID 1668708 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH:17]([CH3:19])[CH3:18])=[C:12]([CH3:20])[CH:11]=2)=[CH2:9])[CH:5]=[CH:6][CH:7]=1.[NH3:21].C([O:25][CH2:26]C)(=O)C.C(#[N:30])C>[Ag]OC#N>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:10]3[CH:15]=[CH:14][C:13]([O:16][CH:17]([CH3:18])[CH3:19])=[C:12]([CH3:20])[CH:11]=3)[CH2:9][O:25][C:26]([NH2:30])=[N:21]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 21930812Acetonitrile ethyl acetateHCID 57825153HCID 57825153, compound

Product 1

HCID 57825156HCID 57825156, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 178513473HCID 178513473, compoundCatalyst

Procedure

mixture of 4-[1-(3-bromo-phenyl)-vinyl]-1-isopropoxy-2-methyl-benzene (6.8, 20.5 mmol) and silver cyanate in ethyl acetate/acetonitrile. The crude product of this reaction was subsequently reacted with aqueous ammonia (30% by vol). Purification by SCX column yielded 4.3 g of product (55%).

Workup

  1. customPurification by SCX column

Sources & evidence

ORD record
ord-ad07d921db974dfa80eb638e3667c540
Source dataset
uspto-grants-2011_08
Patent number
US07989449B2

Reaction notes

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