4-Bromobenzaldehyde → 4-[4-(4-Bromo-benzylamino)-2-nitro-phenylsulfanyl]-phenol

HRID 607212Notes

Reaction equation

HRID 607212 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=1.[Br:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1>>[Br:19][C:20]1[CH:27]=[CH:26][C:23]([CH2:24][NH:1][C:2]2[CH:7]=[CH:6][C:5]([S:8][C:9]3[CH:10]=[CH:11][C:12]([OH:15])=[CH:13][CH:14]=3)=[C:4]([N+:16]([O-:18])=[O:17])[CH:3]=2)=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 707414-Bromobenzaldehyde2×HCID 668084374-(4-Amino-2-nitro-phenylsulfanyl)-phenol2×

Product 1

HCID 668086074-[4-(4-Bromo-benzylamino)-2-nitro-phenylsulfanyl]-phenolYield 73%

Procedure

A solution of the product from Example 84A and 4-Bromobenzaldehyde were reacted according to the procedure from Example 84B substituting 4-Bromobenzaldehyde for the product from Example 84A to provide the crude product which was purified by silica gel chromatography eluting with 2% methanol in methylene chloride to provide the title compound as a yellow solid (0.11 g, 73%).

Workup

  1. customto provide the crude product which
  2. customwas purified by silica gel chromatography
  3. washeluting with 2% methanol in methylene chloride

Sources & evidence

ORD record
ord-da4c614ce29040cd8f0dd71e72fce8b9
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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