Chloroacetonitrile → HCID 19745800, compound

HRID 2253585Notes

Reaction equation

[F:1][C:2]1[C:12]([N:13]2[C:18](=[O:19])[CH:17]=[C:16]([CH3:20])[NH:15][C:14]2=[O:21])=[CH:11][C:5]2[NH:6][C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1.Cl[CH2:23][C:24]#[N:25]>>[C:24]([CH2:23][CH:8]1[C:7](=[O:10])[NH:6][C:5]2[CH:11]=[C:12]([N:13]3[C:18](=[O:19])[CH:17]=[C:16]([CH3:20])[NH:15][C:14]3=[O:21])[C:2]([F:1])=[CH:3][C:4]=2[O:9]1)#[N:25]

Participants

Reactant 2

HCID 7856Chloroacetonitrile

HCID 19745798HCID 19745798, compound

Product 1

HCID 19745800HCID 19745800, compound

Procedure

Analogously to the procedure described in Example 81, by alkylating 3-(3,4-dihydro-7-fluoro-3-oxo-2H-1,4-benzoxazin-6-yl)-6-methyl-2,4(1H,3H)-pyrimidinedione (see Example 21) with chloroacetonitrile there is obtained 3-(2-cyanomethyl-3,4-dihydro-7-fluoro-3-oxo-2H-1,4-benzoxazin-6-yl)-6-methyl-2,4(1H,3H)-pyrimidinedione, m.p.>230° C.

Sources & evidence

ORD record: ord-5d3d5af04182400784e0d18807c595b3
Source dataset: uspto-grants-1993_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05232898

Reaction notes

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