Hydrogen Bromide → HCID 14049031, compound

HRID 1789492Notes

Reaction equation

HRID 1789492 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12]([NH:14][C:15]2[CH:23]=[CH:22][C:18]3[O:19][CH2:20][O:21][C:17]=3[CH:16]=2)=[S:13])[CH2:6][CH2:5]1)(=O)C.[BrH:24].BrBr>O>[BrH:24].[BrH:24].[NH:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12]2[S:13][C:23]3[CH:22]=[C:18]4[O:19][CH2:20][O:21][C:17]4=[CH:16][C:15]=3[N:14]=2)[CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 21241596HCID 21241596, compound

Product 1

HCID 14049031HCID 14049031, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 33.3 parts of N-[(1-acetyl-4-piperidinyl)methyl]-N'-(1,3-benzodioxol-5-yl)thiourea, 112.5 parts of a hydrobromic acid solution 48% in water and 75 parts of water was stirred till all solid entered the solution. Then there were added 16 parts of bromine and stirring was continued overnight at reflux. After cooling, the product was filtered off, washed with ethanol and dried, yielding 26.5 parts (58.4%) of N-(4-piperidinylmethyl)-1,3-dioxolo[4,5-f]benzothiazol-6-amine dihydrobromide; mp.>260° C. (intermediate 44).

Workup

  1. stirringstirring
  2. temperatureat reflux
  3. temperatureAfter cooling
  4. filtrationthe product was filtered off
  5. washwashed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-1d5e504cf6ef4230b04acc78d845b3d1
Source dataset
uspto-grants-1987_08
Patent number
US04689330

Reaction notes

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