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Water → HCID 131716527, compound

HRID 1086000
Notes
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Reaction equation

HRID 1086000 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([OH:13])=[C:9]([CH:12]=1)[CH:10]=[O:11])=[O:4].[CH3:14][C:15]([CH3:18])([NH2:17])[CH3:16].[S:19](=[O:23])(=[O:22])([OH:21])[OH:20].O>CC(O)C>[S:19]([OH:23])([OH:22])(=[O:21])=[O:20].[CH3:14][C:15]([NH:17][CH2:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([OH:13])=[C:9]([CH:12]=1)[CH:10]=[O:11])=[O:4])([CH3:18])[CH3:16].[CH3:14][C:15]([NH:17][CH2:2][C:3]([C:5]1[CH:6]=[CH:7][C:8]([OH:13])=[C:9]([CH:12]=1)[CH:10]=[O:11])=[O:4])([CH3:18])[CH3:16]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 6385Tert-ButylamineHCID 109446185-(2-Bromoacetyl)-2-hydroxybenzaldehyde

Product 1

HCID 131716527HCID 131716527, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent
2×

Procedure

5-(Bromoacetyl)-2-hydroxybenzaldehyde (10 g) is suspended in 2-propanol (60 ml) under an inert atmosphere and cooled to 0°. To the stirring slurry is added 1,1-dimethylethanamine (13 ml) and the reaction mixture permitted to warm to room temperature and stir for 50 minutes. The solution is then treated with a mixture of concentrated sulfuric acid (3.5 ml), 2-propanol (6.5 ml) and deionized water (5 ml). The reaction mixture is stirred for a further 18 hours whereupon the title compound (10.2 g) is isolated by filtration and dried in vacuo at 50°.

Workup

  1. temperaturecooled to 0°

Sources & evidence

ORD record
ord-c8c6cf7a5af04a5288bf374b4eaf0fde
Source dataset
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05011993

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes