Tetrahydrofuran → HCID 13056032, compound

HRID 2198758Notes

Reaction equation

HRID 2198758 reaction equation
[Na].[C:2]([N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[NH:7][C:6]1=[O:14])([CH3:4])=[CH2:3].[C:15]([N:18]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2NC1=O)([CH3:17])=C.[H-].[Na+].O1[CH2:34][CH2:33][CH2:32][CH2:31]1>CN(C)C=O>[NH:18]1[C:22]2[C:21](=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:17]([CH:32]2[CH2:33][CH2:34][N:5]([CH2:9][CH2:8][CH2:13][N:7]3[C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=4[N:5]([C:2]([CH3:4])=[CH2:3])[C:6]3=[O:14])[CH2:2][CH2:31]2)=[CH:15]1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 1002781,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-oneHCID 70543553HCID 70543553, compound

Product 1

HCID 13056032HCID 13056032, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.5 gm of the above intermediate were dissolved in 5 ml tetrahydrofuran and added to a cooled suspension of N-isopropenyl-benzimidazolone sodium salt prepared from 0.34 gm of N-isopropenyl-benzimidazolone and 0.05 gm of sodium hydride in 5 ml of dimethylformamide. The mixture was stirred for 16 hours at room temperature and then poured on ice-water-ammonia. The crystalline product was filtered off and dried. Yield: 0.65 gm (81% of theory), m.p. 68° C., identical with the product obtained by method B in Example 6.

Workup

  1. additionpoured on ice-water-ammonia
  2. filtrationThe crystalline product was filtered off
  3. customdried

Sources & evidence

ORD record
ord-7f16ca9cceba4037bdd201fd528c0715
Source dataset
uspto-grants-1982_11
Patent number
US04359468

Reaction notes

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