1,1'-Carbonyldiimidazole → HCID 59863023, compound

HRID 2064048Notes

Reaction equation

[C:1](N1C=CN=C1)(N1C=CN=C1)=[O:2].[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1[NH:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:24][CH2:23]1>C(#N)C>[F:20][C:17]1[CH:18]=[CH:19][C:14]2[NH:13][C:1](=[O:2])[N:21]([CH:22]3[CH2:23][CH2:24][N:25]([C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:26][CH2:27]3)[C:15]=2[CH:16]=1

Participants

Conditions

Temperature: 40 °C

Procedure

A solution of 1,1′-carbonyldiimidazole (12.6 g, 78 mmol) in acetonitrile (150 mL) was added portionwise over 10 minutes to a stirred solution of D2 (13.7 g, 49 mmol) in acetonitrile (250 mL) at 40° C. The reaction mixture was heated at 40° C. for 15 hours and then allowed to cool. The precipitate was collected by filtration and washed with acetonitrile (2×50 mL) to give the title compound (9.6 g, 69% yield) as a purple solid that was used without further purification. (Rf: 0.5 (ethyl acetate/hexane 7:8))

Workup

temperatureto cool
filtrationThe precipitate was collected by filtration
washwashed with acetonitrile (2×50 mL)

Sources & evidence

ORD record: ord-a7cf6a8df88340ae965cffd8123f8cd1
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288413B2

Reaction notes

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