1-Butanol → HCID 21349844, compound

HRID 1265501Notes

Reaction equation

HRID 1265501 reaction equation
[N-]=[C:2]=O.[Cl:4][C:5]1[C:6]([I:15])=[CH:7][C:8]([N+:12]([O-:14])=[O:13])=[C:9]([NH2:11])[CH:10]=1.[O:16]=[C:17](Cl)[O:18]C(Cl)(Cl)Cl.C(O)[CH2:25][CH2:26][CH3:27]>CCOC(C)=O.C(Cl)Cl>[C:26]([O:18][C:17](=[O:16])[NH:11][C:9]1[CH:10]=[C:5]([Cl:4])[C:6]([I:15])=[CH:7][C:8]=1[N+:12]([O-:14])=[O:13])([CH3:25])([CH3:27])[CH3:2]

Participants

7

Reactant 4

HCID 2631-ButanolHCID 10426DiphosgeneHCID 105034IsocyanateHCID 223175485-Chloro-4-iodo-2-nitroaniline

Product 1

HCID 21349844HCID 21349844, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared via the isocyanate from 5-chloro-4-iodo-2-nitro-phenylamine (Example A1) (7.0 g, 23.45 mmol) with diphosgene (2.12 mL, 17.6 mmol) in EtOAc (30 mL), followed by treatment with tert.-BuOH (100 mL) in CH2Cl2 (100 mL) according to the general procedure B (method a). Obtained as a yellow solid (7.1 g, 76%).

Sources & evidence

ORD record
ord-75401268565f4f508b3d460a24b595b8
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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