Dimethylformamide → HCID 54260776, compound

HRID 1856847Notes

Reaction equation

HRID 1856847 reaction equation
[Cl:1][C:2]1[C:3]([CH2:11][N:12]2[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:15]([SH:22])[N:14]=[C:13]2[CH2:23][CH2:24][CH3:25])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.CN(C)C=O.[H-].[Na+].[Cl-].[NH4+].[C:35]([O:38][CH2:39][CH3:40])(=[O:37])[CH3:36]>>[Cl:1][C:2]1[C:3]([CH2:11][N:12]2[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:15]([S:22][CH:2]3[CH2:3][CH2:4][CH:5]([CH2:36][C:35]([O:38][CH2:39][CH3:40])=[O:37])[CH2:6][CH2:10]3)[N:14]=[C:13]2[CH2:23][CH2:24][CH3:25])=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 19609113HCID 19609113, compound

Product 1

HCID 54260776HCID 54260776, compound

Procedure

1 g of the product obtained in Stage 6 above is introduced into dimethylformamide, 146 mg of a suspension of sodium hydride at 60% in oil is added and the reaction medium is left under agitation for 15 minutes at ambient temperature. Then 1.08 mg of the product obtained in Stage 2 of Preparation 1 is added, and the reaction medium is left under agitation for 24 hours at ambient temperature, followed by hydrolysis with a saturated solution of ammonium chloride and extraction with ethyl acetate. In this way, after chromatography, 1.1 g of expected product (amorphous solid) is obtained.

Workup

  1. additionis added
  2. additionis added
  3. waitthe reaction medium is left under agitation for 24 hours at ambient temperature

Sources & evidence

ORD record
ord-06ab283736df4b858a13a0cf997e0ba3
Source dataset
uspto-grants-2000_11
Patent number
US06143774

Reaction notes

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