4-Fluorophenyl isocyanate → HCID 13603336, compound

HRID 2309379Notes

Reaction equation

HRID 2309379 reaction equation
[CH3:1][C:2]1([CH3:17])[O:16][C:5]2=[CH:6][C:7]3[CH2:8][C:9](=[O:15])[N:10]([CH2:13][CH3:14])[C:11]=3[CH:12]=[C:4]2[CH2:3]1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]=[C:26]=[O:27])=[CH:21][CH:20]=1>>[F:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:26]([CH:8]2[C:7]3[CH:6]=[C:5]4[O:16][C:2]([CH3:1])([CH3:17])[CH2:3][C:4]4=[CH:12][C:11]=3[N:10]([CH2:13][CH3:14])[C:9]2=[O:15])=[O:27])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 709554-Fluorophenyl isocyanateHCID 20185151HCID 20185151, compound

Product 1

HCID 13603336HCID 13603336, compoundYield 62%

Procedure

Employing the procedure of Example 1, and starting with 500 mg. (2.16 mmoles) of 2,2-dimethyl-5-ethyl-6-oxo-2,3,6,7-tetrahydro-furo[2,3-f]indole and 0.34 ml. (2.99 mmoles) of 4-fluorophenylisocyanate, 493 mg. (62% yield) of N-(4-fluorophenyl)-2,2-dimethyl-5-ethyl-6-oxo-2,3,6,7-tetrahydro-furo[2,3-f]indole-7-carboxamide (2, R1 =C2H5, R2 =4-fluorophenyl, R3 and R4 =CH3, and n=1) m.p. 160°-162° C., was obtained.

Sources & evidence

ORD record
ord-399bbe1591dd40b29cbfb99cae9a1ddb
Source dataset
uspto-grants-1987_09
Patent number
US04695571

Reaction notes

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