nonane-1,9-diamine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Chloromethanephosphonic acid (4.0 g, 30.6 mmoles) and 1.9-diaminononane (20.1 g, 127.2 mmoles) were dissolved in water (100 cm3) and the resultant solution heated under reflux for 20 hours. The water was then distilled off and methanol (80 cm3) added to the residue. The solid was filtered off, washed with methanol (2×50 cm3) and dried in a vacuum oven at 60° C. for three hours to yield the crude N-(9-aminononyl)aminomethanephosphonic acid monohydrate (6.5 g, 78.5%), having a melting point of 240°-241° C. under reflux for 20 hours The water was then distilled off methanol (80 cm3) added to the residue The solid was filtered off washed with methanol (2×50 cm3) dried in a vacuum oven at 60° C. for three hours

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Chloromethanephosphonic acid (4.0 g, 30.6 mmoles) and 1.9-diaminononane (20.1 g, 127.2 mmoles) were dissolved in water (100 cm3) and the resultant solution heated under reflux for 20 hours. The water was then distilled off and methanol (80 cm3) added to the residue. The solid was filtered off, washed with methanol (2×50 cm3) and dried in a vacuum oven at 60° C. for three hours to yield the crude N-(9-aminononyl)aminomethanephosphonic acid monohydrate (6.5 g, 78.5%), having a melting point of 240°-241° C. under reflux for 20 hours The water was then distilled off methanol (80 cm3) added to the residue The solid was filtered off washed with methanol (2×50 cm3) dried in a vacuum oven at 60° C. for three hours

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: m.p. 144°-145° C., 12.1 g., was prepared as in Example 1 using 24.6 of 4-trifluoromethoxybenzoyl chloride in 200 ml. ethylene dichloride, 7.9 g. of 1,9-nonanediamine, 60 ml. of 10% aqueous potassium hydroxide solution, 300 ml. of ethylene dichloride and recrystallization from acetonitrile. of ethylene dichloride and recrystallization from acetonitrile

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Condensation of 1-hexene oxide and 1,9-nonanediamine affords N,N'-(1,9-nonylene)-bis[2-hydroxyhexylamine] (I: R = CH3 (CH2)3, R' = H, X = (CH2)9, Z = H).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Condensation of 1-hexene oxide and 1,9-nonanediamine affords N,N'-(1.9-nonylene)-bis[2-hydroxyhexylamine] (I: R= CH3 (CH2)3, R' = H, X= (CH2)9, Z= H).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Condensation of 1-hexene oxide and 1,9-nonanediamine affords N,N'-(1,9-nonylene)-bis[2-hydroxyhexylamine] (I: R = CH3 (CH2)3, R' = H, X = (CH2)9, Z = H).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1.99 g. of 4,7-dichloroquinazoline, 0.79 g. of 1,9-diaminononane, 2.5 g. of sodium carbonate and 25 ml. of isopropanol is stirred at room temperature for 2 hours. The reaction mixture is then diluted with 100 ml. of chloroform, filtered and concentrated in vacuo. The solid residue is crystallized from ethanol to obtain N,N'-bis(7-chloro-4-quinazolinyl)-1,9-nonanediamine, m.p. 190°-192°C. which is readily converted into dimethanesulfonate acid addition salt form which melts at 159°-162°C. on crystallization from ethanol/ether. A mixture of 1.99 g The reaction mixture is then diluted with 100 ml of chloroform, filtered concentrated in vacuo The solid residue is crystallized from ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Condensation of 1-hexene oxide and 1,9-nonanediamine affords N,N'-(1,9-nonylene)-bis[2-hydroxyhexylamine] (I: R = CH3 (CH2)3, R' = H, X = (CH2)9, Z = H).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Chloromethanephosphonic acid (4.0 g, 30.6 mmoles) and 1.9-diaminononane (20.1 g, 127.2 mmoles) were dissolved in water (100 cm3) and the resultant solution heated under reflux for 20 hours. The water was then distilled off and methanol (80 cm3) added to the residue. The solid was filtered off, washed with methanol (2×50 cm3) and dried in a vacuum oven at 60° C. for three hours to yield the crude N-(9-aminononyl)aminomethanephosphonic acid monohydrate (6.5 g, 78.5%), having a melting point of 240°-241° C. under reflux for 20 hours The water was then distilled off methanol (80 cm3) added to the residue The solid was filtered off washed with methanol (2×50 cm3) dried in a vacuum oven at 60° C. for three hours

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: m.p. 144°-145° C., 12.1 g., was prepared as in Example 1 using 24.6 of 4-trifluoromethoxybenzoyl chloride in 200 ml. ethylene dichloride, 7.9 g. of 1,9-nonanediamine, 60 ml. of 10% aqueous potassium hydroxide solution, 300 ml. of ethylene dichloride and recrystallization from acetonitrile. of ethylene dichloride and recrystallization from acetonitrile