Ammonia → HCID 135598737, compound

HRID 1981428Notes

Reaction equation

HRID 1981428 reaction equation
[NH3:1].Cl.CO[N:5]=[CH:6][C:7]1[CH:16]=[C:11]([C:12]([O:14][CH3:15])=[O:13])[C:10]([OH:17])=[CH:9][CH:8]=1>CO>[C:6]([C:7]1[CH:16]=[C:11]([C:12]([O:14][CH3:15])=[O:13])[C:10]([OH:17])=[CH:9][CH:8]=1)(=[NH:5])[NH2:1]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 136387259HCID 136387259, compound

Product 1

HCID 135598737HCID 135598737, compoundYield 53.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution prepared by introducing 6.0 g of dried gaseous ammonia into 200 ml of anhydrous methanol, was added with stirring at room temperature 40.0 g of methyl 5-methoxyiminomethylsalicylate hydrochloride. The crystals dissolved, yielding a clear yellow solution and after 5 to 10 minutes there occurred precipitation of colorless crystals. The crystals were collected by filtration and washed with methanol to obtain 16.8 g of methyl 5-amidinosalicylate.

Workup

  1. customTo a solution prepared
  2. additionwas added
  3. dissolutionThe crystals dissolved
  4. customyielding a clear yellow solution
  5. customafter 5 to 10 minutes there occurred precipitation of colorless crystals
  6. filtrationThe crystals were collected by filtration
  7. washwashed with methanol

Sources & evidence

ORD record
ord-f8973c27d14d4762b67eabc929c7ff10
Source dataset
uspto-grants-1985_04
Patent number
US04514416

Reaction notes

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