2-tert-butylbenzenesulfonyl chloride

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: General Procedure for the Synthesis of Sulfonamides (Scheme 3). N-[2-(4-Amino-6,7-dimethoxy-quinazolin-2-ylamino)-ethyl]-4-tert-butyl-benzene sulfonamide (41): A mixture of ethylenediamine (0.36 g, 6.0 mmol) and t-butylbenzenesulfonyl chloride (0.464 g, 2.0 mmol) in methanol (15 mL) was stirred for 3 h, concentrated, and purified by silica gel chromatography to yield N-(2-amino-ethyl)-4-t-butyl-benzenesulfonamide. Following the procedure for the synthesis of compound 14, compound 42 was obtained. 1HNMR (DMSO-d6) δ 1.17 (s, 9H), 3.11 (s, 2H), 3.48 (s, 2H), 3.86 (s, 3H), 3.93 (s, 3H), 6.90 (s, 1H), 7.50 (d, J=8.4 Hz, 2H), 7.55 (s, 1H), 7.70 (d, J=8.4 Hz, 2H). HRMS (M+H)+ calcd for C22H30N5O4S 460.2013, found 460.2010. Anal. (C22H29N5O4S.HCl) C, H, N. concentrated purified by silica gel chromatography

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

Procedure: General Procedure for the Synthesis of Sulfonamides (Scheme 3). N-[2-(4-Amino-6,7-dimethoxy-quinazolin-2-ylamino)-ethyl]-4-tert-butyl-benzene sulfonamide (41): A mixture of ethylenediamine (0.36 g, 6.0 mmol) and t-butylbenzenesulfonyl chloride (0.464 g, 2.0 mmol) in methanol (15 mL) was stirred for 3 h, concentrated, and purified by silica gel chromatography to yield N-(2-amino-ethyl)-4-t-butyl-benzenesulfonamide. Following the procedure for the synthesis of compound 14, compound 42 was obtained. 1HNMR (DMSO-d6) δ 1.17 (s, 9H), 3.11 (s, 2H), 3.48 (s, 2H), 3.86 (s, 3H), 3.93 (s, 3H), 6.90 (s, 1H), 7.50 (d, J=8.4 Hz, 2H), 7.55 (s, 1H), 7.70 (d, J=8.4 Hz, 2H). HRMS (M+H)+ calcd for C22H30N5O4S 460.2013, found 460.2010. Anal. (C22H29N5O4S.HCl) C, H, N. concentrated purified by silica gel chromatography

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

Procedure: General Procedure for the Synthesis of Sulfonamides (Scheme 3). N-[2-(4-Amino-6,7-dimethoxy-quinazolin-2-ylamino)-ethyl]-4-tert-butyl-benzene sulfonamide (41): A mixture of ethylenediamine (0.36 g, 6.0 mmol) and t-butylbenzenesulfonyl chloride (0.464 g, 2.0 mmol) in methanol (15 mL) was stirred for 3 h, concentrated, and purified by silica gel chromatography to yield N-(2-amino-ethyl)-4-t-butyl-benzenesulfonamide. Following the procedure for the synthesis of compound 14, compound 42 was obtained. 1HNMR (DMSO-d6) δ 1.17 (s, 9H), 3.11 (s, 2H), 3.48 (s, 2H), 3.86 (s, 3H), 3.93 (s, 3H), 6.90 (s, 1H), 7.50 (d, J=8.4 Hz, 2H), 7.55 (s, 1H), 7.70 (d, J=8.4 Hz, 2H). HRMS (M+H)+ calcd for C22H30N5O4S 460.2013, found 460.2010. Anal. (C22H29N5O4S.HCl) C, H, N. concentrated purified by silica gel chromatography

Conditions: temp:0.00; pressure:0.00; stir:

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

Procedure: General Procedure for the Synthesis of Sulfonamides (Scheme 3). N-[2-(4-Amino-6,7-dimethoxy-quinazolin-2-ylamino)-ethyl]-4-tert-butyl-benzene sulfonamide (41): A mixture of ethylenediamine (0.36 g, 6.0 mmol) and t-butylbenzenesulfonyl chloride (0.464 g, 2.0 mmol) in methanol (15 mL) was stirred for 3 h, concentrated, and purified by silica gel chromatography to yield N-(2-amino-ethyl)-4-t-butyl-benzenesulfonamide. Following the procedure for the synthesis of compound 14, compound 42 was obtained. 1HNMR (DMSO-d6) δ 1.17 (s, 9H), 3.11 (s, 2H), 3.48 (s, 2H), 3.86 (s, 3H), 3.93 (s, 3H), 6.90 (s, 1H), 7.50 (d, J=8.4 Hz, 2H), 7.55 (s, 1H), 7.70 (d, J=8.4 Hz, 2H). HRMS (M+H)+ calcd for C22H30N5O4S 460.2013, found 460.2010. Anal. (C22H29N5O4S.HCl) C, H, N. concentrated purified by silica gel chromatography