Hydrochloric Acid → (3,4-Dichloro-phenyl)-(5,6,7,8-tetrahydro-9-thia-1,3,7-triaza-fluoren-4-yl)-amine

HRID 1887426Notes

Reaction equation

HRID 1887426 reaction equation
C(OC([N:8]1[CH2:20][C:19]2[S:18][C:17]3[N:16]=[CH:15][N:14]=[C:13](Cl)[C:12]=3[C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.[Cl:22][C:23]1[CH:24]=[C:25]([CH:27]=[CH:28][C:29]=1[Cl:30])[NH2:26].Cl>O1CCOCC1.CC(O)C>[Cl:22][C:23]1[CH:24]=[C:25]([NH:26][C:13]2[C:12]3[C:11]4[CH2:10][CH2:9][NH:8][CH2:20][C:19]=4[S:18][C:17]=3[N:16]=[CH:15][N:14]=2)[CH:27]=[CH:28][C:29]=1[Cl:30]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 72573,4-DichloroanilineHCID 49788563tert-Butyl 4-chloro-5,6-dihydropyrido(4',3':4,5)thieno(2,3-d)pyrimidine-7(8H)-carboxylate

Product 1

HCID 58116912(3,4-Dichloro-phenyl)-(5,6,7,8-tetrahydro-9-thia-1,3,7-triaza-fluoren-4-yl)-amineYield 77.6%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Following the same procedure as described in Example 7, step 1 using 4-Chloro-5,8-dihydro-6H-9-thia-1,3,7-triaza-fluorene-7-carboxylic acid tert-butyl ester (3.5 g, 0.011 mol), 3,4-dichloroaniline (1.9 g, 0.012 mol), 4 N HCl in Dioxane (1.3 ml) in 2-propanol (72 ml) and gave the desired product (3.0 g, 72%). LCMS RT=2.77 min, [M+H]+=351.8.

Sources & evidence

ORD record
ord-704a297a99b542929a689df38134b0e5
Source dataset
uspto-grants-2013_08
Patent number
US08501755B2

Reaction notes

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