Acetic Acid → HCID 54005158, compound

HRID 342032Notes

Reaction equation

HRID 342032 reaction equation
CO.[C:3](O)(=[O:5])C.[C-]#N.[Na+].[Cl:10][C:11]1[C:12]([CH2:20][N:21]2[C:25]([CH:26]=[O:27])=[C:24]([S:28][CH2:29][C:30]3[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=3)[N:23]=[C:22]2[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[CH:13][C:14]2[O:18][CH2:17][O:16][C:15]=2[CH:19]=1>C(Cl)Cl.[O-2].[Mn+2]>[Cl:10][C:11]1[C:12]([CH2:20][N:21]2[C:25]([C:26]([O:5][CH3:3])=[O:27])=[C:24]([S:28][CH2:29][C:30]3[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=3)[N:23]=[C:22]2[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[CH:13][C:14]2[O:18][CH2:17][O:16][C:15]=2[CH:19]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 887MethanolHCID 8929Sodium CyanideHCID 17933665HCID 17933665, compound

Product 1

HCID 54005158HCID 54005158, compound

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 6344DichloromethaneSolvent

Procedure

30 ml of methanol, 120 ul of acetic acid, 2.25 g of manganese oxide and 300 mg of sodium cyanide are added respectively to a solution of 600 mg of the product of Example 7 in methylene chloride. The reaction medium is left under agitation at ambient temperature for 96 hours, followed by filtering, washing with ethyl acetate and evaporating. 410 mg of expected product is obtained M.p.=158° C.

Workup

  1. filtrationby filtering
  2. washwashing with ethyl acetate
  3. customevaporating

Sources & evidence

ORD record
ord-a59bd4e12c2d4599a1dee1e3c3126397
Source dataset
uspto-grants-1999_01
Patent number
US05856509

Reaction notes

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