Methanesulfonic Acid → HCID 86703968, compound

HRID 1773893Notes

Reaction equation

HRID 1773893 reaction equation
CS(O)(=O)=O.[CH3:6][C:7]1[N:8]=[C:9]([CH:26]=[O:27])[N:10]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:6][C:7]1[N:8]=[C:9]2[N:10]([CH2:18][CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:25]=3[CH:26]2[OH:27])[C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 10340Sodium CarbonateHCID 86703969HCID 86703969, compound

Product 1

HCID 86703968HCID 86703968, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of methanesulfonic acid (10 mL) in CHCl3 cooled at 0° C. is added a solution of 4-methyl-1-phenethyl-5-phenyl-imidazole-2-carbaldehyde (example 123C) (290 mg, 1 mmole) in CHCl3 (2 mL) dropwise. The reaction mixture is allowed to slowly reach room temperature and is stirred at room temperature for 1 h. The reaction mixture is poured into a solution of saturated Na2CO3 (final pH 9-10). The precipitate is filtered, washed with water and filter-dried. The residual solid is re-crystallized from hot ACN to give 2-methyl-1-phenyl-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulen-4-ol.

Workup

  1. customis allowed to slowly reach room temperature
  2. filtrationThe precipitate is filtered
  3. washwashed with water
  4. customfilter-dried
  5. customThe residual solid is re-crystallized from hot ACN

Sources & evidence

ORD record
ord-797c4ce2baf04f508d174f4bf19d6e59
Source dataset
uspto-grants-2016_02
Patent number
US09255101B2

Reaction notes

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