Trimethyl orthoformate → HCID 135760588, compound

HRID 1798806Notes

Reaction equation

HRID 1798806 reaction equation
[OH:1][N:2]=[C:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)[NH2:4].[CH3:12]OC(OC)OC>C(O)C>[O:1]1[CH:12]=[N:4][C:3]([C:5]2[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=2)=[N:2]1

Participants

4

Reactant 2

HCID 9005Trimethyl orthoformateHCID 51497564,N-Dihydroxy-benzamidine

Product 1

HCID 135760588HCID 135760588, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N′,4-Dihydroxybenzenecarboximidamide (1.28 g, 8.4 mmol) was suspended in 3 mL ethanol and 3 mL trimethylorthoformate in a 20 mL biotage microwave reaction tube. The mixture was sealed and microwaved at 150° C. for 10 min. The solvent was removed by concentration and the residue was purified by column chromatography eluting with 20% DCM/hexanes to give the desired product as white solid. LRMS calc: 162.0; obs: 163.2 (M+1).

Workup

  1. customThe mixture was sealed
  2. custommicrowaved at 150° C. for 10 min
  3. customThe solvent was removed by concentration
  4. customthe residue was purified by column chromatography
  5. washeluting with 20% DCM/hexanes

Sources & evidence

ORD record
ord-635f91d5604f463aa69eb36fa381fd17
Source dataset
uspto-grants-2013_01
Patent number
US08343990B2

Reaction notes

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