2-Amino-4,5,6,7-tetrahydro-1,3-benzothiazol-7-one → HCID 19347473, compound

HRID 1638170Notes

Reaction equation

HRID 1638170 reaction equation
NC1SC2C(=O)CCCC=2N=1.SC1NC2C=CC=CC=2N=1.[C:22]1([C:28]2[N:29]=[C:30]3[N:34]([CH:35]=2)[C:33]2[CH2:36][CH2:37][CH2:38][C:39](=[O:40])[C:32]=2[S:31]3)[CH:27]=[CH:26][CH:25]=CC=1>>[CH2:36]1[C:33]2[N:34]3[C:35]4[CH:25]=[CH:26][CH:27]=[CH:22][C:28]=4[N:29]=[C:30]3[S:31][C:32]=2[C:39](=[O:40])[CH2:38][CH2:37]1

Participants

4

Reactant 3

HCID 5878502-Amino-4,5,6,7-tetrahydro-1,3-benzothiazol-7-oneHCID 19347459HCID 19347459, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 19347473HCID 19347473, compound

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%).

Sources & evidence

ORD record
ord-8923cb6b6a904a8a8d325b82877ac242
Source dataset
uspto-grants-2000_03
Patent number
US06043373

Reaction notes

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