(2-Thienylmethyl)amine → 2-Amino-3-cyano-4-[2-thienylmethylamino]-6-dimethylaminoquinoline

HRID 655703Notes

Reaction equation

HRID 655703 reaction equation
[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N:15]([CH3:17])[CH3:16])[CH:8]=2)[N:3]=1.[S:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH2:23][NH2:24]>O>[NH2:1][C:2]1[C:11]([C:12]#[N:13])=[C:10]([NH:24][CH2:23][C:19]2[S:18][CH:22]=[CH:21][CH:20]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N:15]([CH3:17])[CH3:16])[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 34005(2-Thienylmethyl)amineHCID 668503782-Amino-3-cyano-4-chloro-6-dimethylaminoquinoline

Product 1

HCID 668505672-Amino-3-cyano-4-[2-thienylmethylamino]-6-dimethylaminoquinoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3 g of 2-amino-3-cyano-4-chloro-6-dimethylaminoquinoline and 6 mL of 2-thienylmethylamine are stirred at 125° C. for 3 hours. The reaction mixture is poured onto 30 mL of water. The precipitated material is filtered off, washed with 20 mL of water. After drying 1.9 g of the title compound is obtained, m.p.: 211° C.

Workup

  1. filtrationThe precipitated material is filtered off
  2. washwashed with 20 mL of water
  3. dry with materialAfter drying 1.9 g of the title compound
  4. customis obtained

Sources & evidence

ORD record
ord-8b774a54766245069a842aad79fbdb56
Source dataset
uspto-grants-2011_12
Patent number
US08071601B2

Reaction notes

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