N,N-Dimethyl-1,3-propanediamine → HCID 101883950, compound
Reaction equation
[C:1]([CH2:14][C:15]([CH2:18][CH2:19][S:20](Cl)(=[O:22])=[O:21])([F:17])[F:16])([C:4]([C:7]([C:10]([F:13])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2].[CH3:24][N:25]([CH2:27][CH2:28][CH2:29][NH2:30])[CH3:26]>>[C:1]([CH2:14][C:15]([CH2:18][CH2:19][S:20]([NH:30][CH2:29][CH2:28][CH2:27][N:25]([CH3:26])[CH3:24])(=[O:22])=[O:21])([F:17])[F:16])([C:4]([C:7]([C:10]([F:13])([F:12])[F:11])([F:9])[F:8])([F:6])[F:5])([F:3])[F:2]Participants
3
Conditions
- Temperature
- 75 °C
Procedure
C4F9CH2CF2CH2CH2SO2Cl (100 g, 0.23 mol, 70.3% in toluene) was added dropwise to a mixture of dimethylaminopropylamine (DMAPA) at 45° C. After the addition, the reaction was heated at 75° C. overnight. The reaction mass was filtered and the wet cake was washed with 60° C. toluene. After stripping off the toluene, the concentrated organic product was washed with 200 mL of 95° C. deionized water. The product Intermediate 2, C4F9CH2CF2CH2CH2SO2N(H)—CH2CH2CH2N(CH3)2 (106 g, 96.8%) was obtained as a brown colored solids after removing water under reduced pressure.
Workup
- additionAfter the addition
- filtrationThe reaction mass was filtered
- washthe wet cake was washed with 60° C. toluene
- washthe concentrated organic product was washed with 200 mL of 95° C.
Sources & evidence
- ORD record
- ord-f9dc5eaa6635471a99e35817ebdd6cf0
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08268186B2
Reaction notes
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