Tert-Butyl nitrite → HCID 9823536, compound

HRID 1826985Notes

Reaction equation

HRID 1826985 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:12]2[C:21]3[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=3)[O:15][C:14](=[NH:23])[C:13]=2[C:24]#[N:25])[CH:5]=[C:6]([O:10][CH3:11])[C:7]=1[O:8][CH3:9].NC1C=C2C(C(C3C=C(OC)C(OC)=C(Br)C=3)=C(C#N)C(=N)O2)=CC=1.C(ON=O)(C)(C)C>>[NH2:23][C:14]1[O:15][C:16]2[C:21]([CH:12]([C:4]3[CH:5]=[C:6]([O:10][CH3:11])[C:7]([O:8][CH3:9])=[C:2]([Br:1])[CH:3]=3)[C:13]=1[C:24]#[N:25])=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=2

Participants

4

Reactant 3

HCID 10906Tert-Butyl nitriteHCID 10222602HCID 10222602, compoundHCID 10295593HCID 10295593, compound

Product 1

HCID 9823536HCID 9823536, compound

Procedure

4-(3-bromo-4,5-dimethoxy-phenyl)-7-chloro-3-cyano-2-imino-2H-chromene: The title compound was prepared from 7-amino-4-(3-bromo-4,5-dimethoxy-phenyl)-3-cyano-2-imino-2H-chromene (82 mg, 0.205 mmol), t-butyl-nitrite (0.8 mL, 6 mmol) and CuCl2 (104 mg, 0.774 mmol) by a procedure similar to Example 62b and isolated as a yellow solid (16 mg). 1H NMR (CDCl3): 7.82 (s, 1H), 7.22–7.16 (m, 4H), 6.94 (d, J=1.8 Hz, 1H), 3.96 (s, 3H), 3.92 (s, 3H).

Sources & evidence

ORD record
ord-e83e62e08d9b4562b7685f8a3b0a1d4a
Source dataset
uspto-grants-2006_05
Patent number
US07053117B2

Reaction notes

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