Ethanol → HCID 86632604, compound

HRID 2076034Notes

Reaction equation

HRID 2076034 reaction equation
CO[C:3](=[O:26])[C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[S:12][C:13]3[CH2:19][CH2:18][CH2:17][CH:16]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[C:14]=3[N:15]=2)=[CH:6][CH:5]=1.O.[NH2:28][NH2:29].[CH2:30]([OH:32])C>>[CH3:30][O:32][C:9]1[CH:8]=[C:7]([NH:10][C:11]2[S:12][C:13]3[CH2:19][CH2:18][CH2:17][CH:16]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:14]=3[N:15]=2)[CH:6]=[CH:5][C:4]=1[C:3]([NH:28][NH2:29])=[O:26]

Participants

4

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 57780714HCID 57780714, compound

Product 1

HCID 86632604HCID 86632604, compoundYield 65%

Conditions

Temperature
90 °C

Procedure

To a suspension of 4-(4-phenyl-4,5,6,7-tetrahydro-benzothiazol-2-ylamino)-benzoic acid methyl ester (200 mg, 0.50 mmol) in ethanol (4 mL) was added hydrazine hydrate (0.6 mL) and the mixture was stirred for 7 hours at 90° C. The formed white precipitate was filtered off, washed with ethanol and dried to yield the title compound (130 mg, 65%) as a white solid which was used without further purification in the next step. mp 297-299° C. MS ISP (m/e): 393.5 (100) (M−H)−.

Workup

  1. filtrationThe formed white precipitate was filtered off
  2. washwashed with ethanol
  3. customdried

Sources & evidence

ORD record
ord-8cbb3755ff04456285979162ee660bda
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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