Isopropanol → HCID 86739873, compound

HRID 2412857Notes

Reaction equation

HRID 2412857 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[NH4+:5].[CH3:6][O:7][C:8]([CH2:10][O:11][N:12]=[C:13]([C:16]#[N:17])[C:14]#[N:15])=[O:9].C(O)(C)C>CO>[C:1]([OH:4])(=[O:3])[CH3:2].[C:14]([C:13](=[N:12][O:11][CH2:10][C:8]([O:7][CH3:6])=[O:9])[C:16]([NH2:5])=[NH:17])#[N:15]

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 517165Ammonium AcetateHCID 13069163HCID 13069163, compound

Product 1

HCID 86739873HCID 86739873, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ammonium acetate (4.62 g) in methanol (10 ml) was added 2-methoxycarbonylmethoxyiminopropanedinitrile (3.34 g) under stirring, which was continued for 2 hours at room temperature and allowed to stand overnight. To the reaction mixture was added isopropyl alcohol (15 ml) and stirred for 15 minutes. The resulting precipitate was collected by filtration, washed with isopropyl alcohol and dried to give 2-cyano-2-methoxycarbonylmethoxyiminoacetamidine acetate (3.4 g), which was recrystallized from methanol, mp. 157° to 158° C. (dec.).

Workup

  1. waitto stand overnight
  2. stirringstirred for 15 minutes
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with isopropyl alcohol
  5. customdried

Sources & evidence

ORD record
ord-e97fe1247bda443faccdb34ad7fd8caa
Source dataset
uspto-grants-1985_01
Patent number
US04495182

Reaction notes

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