HCID 86759585, compound → HCID 86594978, compound

HRID 1759709Notes

Reaction equation

HRID 1759709 reaction equation
CC([N:5]([C:26]([NH:28][C:29]1[CH:34]=[CH:33][C:32]([Br:35])=[CH:31][CH:30]=1)=[S:27])[C@H:6]([C:23]([OH:25])=[O:24])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:10][CH:9]=1)(C)C.BrC1C=CC2N=C(N[C@H](C(O)=O)[CH2:46][C:47]3[CH:52]=CC(OCCCC(=O)NC4NCCCN=4)=C[CH:48]=3)SC=2C=1>ClC1C=CC=CC=1.C(OCC)(=O)C>[Br:35][C:32]1[CH:31]=[CH:30][C:29]2[N:28]=[C:26]([NH:5][C@H:6]([C:23]([O:25][C:47]([CH3:52])([CH3:48])[CH3:46])=[O:24])[CH2:7][C:8]3[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:10][CH:9]=3)[S:27][C:34]=2[CH:33]=1

Participants

4

Reactant 1

HCID 86759585HCID 86759585, compound

Product 1

HCID 86594978HCID 86594978, compoundYield 19.9%

Reagents, catalysts & solvents 2

HCID 7964ChlorobenzeneSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

0.6 ml of SO2Cl2 in 5 ml of chlorobenzene is added to a solution of amino thiourea 8-1 (3 g, 5.3 mmol) in 60 ml of chlorobenzene at 0° C., agitation is carried out for 2 hours at ambient temperature, followed by diluting in ethyl acetate, washing, drying and evaporating the organic phase under reduced pressure, in order to obtain the crude product which is purified by chromatography eluting with a heptane/ethyl acetate mixture 80/20. 593 mg of expected product is obtained 8-2.

Workup

  1. washwashing
  2. customdrying
  3. customevaporating the organic phase under reduced pressure
  4. customin order to obtain the crude product which
  5. customis purified by chromatography
  6. washeluting with a heptane/ethyl acetate mixture 80/20

Sources & evidence

ORD record
ord-0d17b4b30cb7420a8f602738dc9aa95b
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

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