tert-butyl N-(3-aminophenyl)carbamate → 1-Nitro-2-(3-tertbutoxycarbonylaminophenyl)aminonaphthalene

HRID 1186736Notes

Reaction equation

HRID 1186736 reaction equation
O([C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]=1[N+:19]([O-:21])=[O:20])S(C(F)(F)F)(=O)=O.[NH2:22][C:23]1[CH:24]=[C:25]([NH:29][C:30](=[O:36])[O:31][C:32]([CH3:35])([CH3:34])[CH3:33])[CH:26]=[CH:27][CH:28]=1>>[N+:19]([C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[CH:18][C:9]=1[NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:30]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:36])[CH:24]=1)([O-:21])=[O:20]

Participants

3

Reactant 2

HCID 12877220tert-butyl N-(3-aminophenyl)carbamateHCID 147652731-Nitronaphthalen-2-yl triflate

Product 1

HCID 866900061-Nitro-2-(3-tertbutoxycarbonylaminophenyl)aminonaphthaleneYield 69%

Procedure

1-Nitronaphthalen-2-yl triflate (5.94 g, 18.5 mmol) and tert-butyl 3-aminophenylcarbamate were used in a process similar to Example 1(1) to give the titled compound (4.83 g, yield 69%).

Sources & evidence

ORD record
ord-164146348dbe4911b0acbd36d2a901c0
Source dataset
uspto-grants-2014_03
Patent number
US08673915B2

Reaction notes

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