Acetonitrile →

HRID 2374099Notes

Reaction equation

HRID 2374099 reaction equation
[S:1]([O:6]C)([O:4][CH3:5])(=[O:3])=[O:2].[C:8](=[O:28])([O:10][C:11]1[C:12]([C:24]([CH3:27])([CH3:26])[CH3:25])=[N:13][N:14]([CH2:17][C:18]2C=N[CH:21]=[CH:22][CH:23]=2)[C:15]=1[NH2:16])[NH2:9].[C:29](OCC)(=O)C.[C:35](#[N:37])C>>[CH3:5][O:4][S:1]([O-:6])(=[O:3])=[O:2].[C:8](=[O:28])([O:10][C:11]1[C:12]([C:24]([CH3:25])([CH3:26])[CH3:27])=[N:13][N:14]([CH2:17][CH:18]2[CH2+:23]=[CH:22][CH:21]=[CH:29][N:37]2[CH3:35])[C:15]=1[NH2:16])[NH2:9]

Participants

4

Procedure

0.63 g (5 mmol) of dimethyl sulfate was added to 1.45 g (5 mmol) of the compound from Step 1.4 in 15 mL of a 1:1 mixture of ethyl acetate and acetonitrile at room temperature. The mixture was allowed to agitate overnight at room temperature and the precipitate was filtered off and washed with a small amount of ethyl ether. This gave 1.8 g (87% of the theoretical) of a pale-yellow salt melting at 141 to 142° C.

Workup

  1. filtrationthe precipitate was filtered off
  2. washwashed with a small amount of ethyl ether

Sources & evidence

ORD record
ord-f7f2e79a7c524690a4f1b8885b2008cf
Source dataset
uspto-grants-2008_12
Patent number
US07462204B2

Reaction notes

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