Sodium hydride → HCID 21478104, compound

HRID 274847

Reaction equation

HRID 274847 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[CH2:12][N:13]=[C:14]=[O:15].[H-].[Na+].[NH2:18][C:19]([C:26]([F:29])([F:28])[F:27])=[CH:20][C:21](OCC)=[O:22]>CN(C)C=O>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([N+:9]([O-:11])=[O:10])=[CH:4][C:3]=1[CH2:12][N:13]1[C:21](=[O:22])[CH:20]=[C:19]([C:26]([F:29])([F:28])[F:27])[NH:18][C:14]1=[O:15]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 136209Ethyl 3-amino-4,4,4-trifluoro-2-butenoateHCID 21478106HCID 21478106, compound

Product 1

HCID 21478104HCID 21478104, compoundYield 55.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By the method of Example 1, Step G, 19.67 grams (0.080 mole) of 2,3-dichloro-5-nitrophenylmethyl isocyanate, 2.102 grams (0.088 mole) of sodium hydride, and 14.59 grams (0.080 mole) of ethyl 3-amino-4,4,4-trifluoro-2-butenoate were reacted in 80 mL of N,N-dimethylformamide, yielding 17.14 grams of 3-(2,3-dichloro-5-nitrophenylmethyl)-6-trifluoromethyluracil as a brown solid. The NMR spectrum was consistent with the proposed structure. This reaction was repeated.

Sources & evidence

ORD record
ord-243f72489f334deba3a8e63976ee3ebc
Source dataset
uspto-grants-1995_02
Patent number
US05391541

Linked notes

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