Sulfuric Acid → HCID 178486419, compound

HRID 1017754Notes

Reaction equation

HRID 1017754 reaction equation
S(=O)(=O)(O)O.Cl.[CH3:7][O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][CH2:14][CH:15]2[CH2:18][C:19]2[N:20]=[CH:21][NH:22][CH:23]=2)=[CH:11][CH:10]=1.[C:24](O)([CH3:27])([CH3:26])[CH3:25].[OH-].[Na+]>O>[C:24]([C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][C:9]=1[O:8][CH3:7])[CH:15]([CH2:18][C:19]1[N:20]=[CH:21][NH:22][CH:23]=1)[CH2:14][CH2:13]2)([CH3:27])([CH3:26])[CH3:25]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 6386tert-ButanolHCID 14798Sodium HydroxideHCID 178487127HCID 178487127, compound

Product 1

HCID 178486419HCID 178486419, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
37.5 °C

Procedure

Sulfuric acid (0.5 ml) is added into the mixture of 4-(6-methoxyindan-1-ylmethyl)-1H-imidazole hydrochloride (50 mg) and tert-butanol (2 ml). The mixture is stirred at 35-40° C. for 10 hours. The reaction mixture is then poured into water and is made alkaline with sodium hydroxide. The product is extracted into methylene chloride which is washed with water, dried with sodium sulfate and evaporated to dryness. The residue consisting of crude product is converted to its hydrochloride salt in ethyl acetate. The yield is 23 mg, m.p. 174-184° C.

Workup

  1. extractionThe product is extracted into methylene chloride which
  2. washis washed with water
  3. dry with materialdried with sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-4c9f6c104ff64dffa746d0418c4a036f
Source dataset
uspto-grants-2002_11
Patent number
US06479530B2

Reaction notes

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