Thiourea → HCID 86755269, compound

HRID 1638171Notes

Reaction equation

HRID 1638171 reaction equation
[BrH:1].[Br:2][CH:3]1[CH2:18][CH2:17][C:6]2[N:7]3[C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=4[N:10]=[C:8]3[S:9][C:5]=2[C:4]1=O.[NH2:20][C:21]([NH2:23])=[S:22]>C(O)C>[BrH:2].[BrH:1].[NH2:23][C:21]1[S:22][C:3]2[CH2:18][CH2:17][C:6]3[N:7]4[C:12]5[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=5[N:10]=[C:8]4[S:9][C:5]=3[C:4]=2[N:20]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 19347468HCID 19347468, compound

Product 1

HCID 86755269HCID 86755269, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Bromo-1,3-cyclohexadione prepared in Example 1, Route 1 (A) was reacted with 2-mercaptobenzimidazole in the same manner as that of Example 1, Route 1 (B) to give 1,2-dihydrobenzimidazo[2,1-b]benzothiazole-4(3H)-one (Compound (IIb) of Reaction Scheme II), which was subjected to bromination in the same manner as that of Example 1, Route 1 (C) to give 3-bromo-1,2-dihydrobenzimidazo[2,1-b] benzothiazole-4(3H)-one hydrobromide. The hydrobromide (1.45 g) and thiourea (0.15 g) were placed into ethanol (50 ml), and the mixture was heated to reflux for 2 hours, cooled, and the filtered to give the titled compound (61%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 hours
  3. temperaturecooled
  4. filtrationthe filtered

Sources & evidence

ORD record
ord-4eac530c233742fba33594930dc2fb1b
Source dataset
uspto-grants-2000_03
Patent number
US06043373

Reaction notes

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