Ammonia → HCID 20452664, compound

HRID 1462367Notes

Reaction equation

HRID 1462367 reaction equation
CC1(C)[NH:7][C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:11]([O:13][CH2:14][C:15](=O)[CH3:16])=[CH:12][C:4]=2[O:3]1.[NH3:19].[H][H]>[Ni].CO>[NH2:19][CH:15]([CH3:16])[CH2:14][O:13][C:11]1[CH:12]=[C:4]([OH:3])[C:5](=[CH:9][CH:10]=1)[C:6]([NH2:7])=[O:8]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 13754418HCID 13754418, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20452664HCID 20452664, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

After adding about 5 g of Raney nickel catalyst, a solution of 25 g of 2,3-dihydro-2,2-dimethyl-7-(2-oxo-propoxy)-4H-1,3-benzoxazin-4-one in 500 ml of methanol is introduced into an autoclave and ammonia gas is then injected until the pressure is 5 bars. The solution is then hydrogenated at 50° and a hydrogen pressure of 100 bars until the reaction has ceased. After filtering off the catalyst and evaporating the solution, crude 4-(2-amino-propoxy)-salicylamide is obtained, which after recrystallisation from methanol melts at 185°-187°.

Workup

  1. customis then hydrogenated at 50°
  2. filtrationAfter filtering off the catalyst
  3. customevaporating the solution

Sources & evidence

ORD record
ord-47cffaa276a24408b04b8402478cee9d
Source dataset
uspto-grants-1984_07
Patent number
US04460580

Reaction notes

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