Hydrochloric Acid → HCID 59395433, compound

HRID 1097713Notes

Reaction equation

HRID 1097713 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[C:8]1([CH2:14][C:15]([NH:17][NH2:18])=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CCN(C(C)C)C(C)C.Cl>C(Cl)Cl>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([NH:18][NH:17][C:15](=[O:16])[CH2:14][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 70301Benzeneacetic acid, hydrazideHCID 783704-Chlorobutyryl chlorideHCID 81531Diisopropylethylamine

Product 1

HCID 59395433HCID 59395433, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 4-chlorobutyryl chloride (1.12 ml, 10 mmol) in dry DCM (10 ml) was added, dropwise, over 40 min, a mixture of phenylacetic hydrazide (1.5 g, 10 mmol) and DIPEA (1.77 ml, 10.2 mmol) in dry DCM (40 ml) at room temperature. A dense white precipitate formed. After a further 20 min. 2M HCl (30 ml) was added and the title compound (white solid) was filtered off, washed with water and dried (2.24 g).

Workup

  1. customA dense white precipitate formed
  2. waitAfter a further 20 min
  3. filtrationthe title compound (white solid) was filtered off
  4. washwashed with water
  5. customdried (2.24 g)

Sources & evidence

ORD record
ord-f7340867905b4d5497364543440ebd10
Source dataset
uspto-grants-2012_03
Patent number
US08143264B2

Reaction notes

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